Tag: M.W=200-300

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Ligand-free Suzuki-Miyaura cross-coupling with low Pd content: rapid development by a fluorescence-based high-throughput screening method, published in 2021, which mentions a compound: 16588-26-4, mainly applied to biaryl preparation fluorescence; arylboronic acid arylbromide Suzuki Miyaura cross coupling palladium catalyst, COA of Formula: C6H3BrClNO2.

In this study, a highly efficient Suzuki-Miyaura (SM) cross-coupling was developed using metal oxide catalysts: 0.02 mol% Pd, aqueous solvent, no ligand, and room temperature Metal oxides containing low Pd content (ppm scale) were prepared by a simple co-precipitation method and used as a catalyst for the SM reaction. A fluorescence-based high-throughput screening (HTS) method was developed for the rapid evaluation of catalytic activity and reaction conditions. Among the various metal oxides, Pd/Fe2O3 showed the highest activity for the SM reaction. After further optimization by HTS, various biaryl compounds RR1 (R = 2-formylphenyl, 4-fluorophenyl, 2-chloro-5-nitrophenyl, etc.; R1 = Ph, 6-methoxynaphthalen-2-yl, pyren-1-yl, 4-fluoro-2-methylphenyl) were obtained under optimal conditions: Pd/Fe2O3 (0.02 mol% Pd) in aqueous ethanol at mild temperature without any ligands.

Here is a brief introduction to this compound(16588-26-4)COA of Formula: C6H3BrClNO2, if you want to know about other compounds related to this compound(16588-26-4), you can read my other articles.

Reference:
Alcohol – Wikipedia,
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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis and ultraviolet spectra of nitrodiphenyl-amine disperse dyes. II. Synthesis of some substituted 2- and 4-nitrodiphenylamines, published in 1967, which mentions a compound: 16588-26-4, mainly applied to DIPHENYLAMINES DISPERSE DYE; DYE DIPHENYLAMINES DISPERSE; DISPERSE DYE DIPHENYLAMINES, Safety of 3-Bromo-4-chloronitrobenzene.

The synthesis of some substituted 2- and 4-nitrodiphenylamines, yellow dyes for synthetic fibers, is described. Condensation of 0.02 mole 2,5-Cl2C6H3NO2 with 0.04 mole PhNH2 in 50 ml. boiling EtOH containing 3 g. NaOAc gave 52.8% I (R = NO2, R1 = Cl, R2 = R3 = R4 = H), m. 59-60° (75% aqueous alc.). Other I were prepared similarly (R, R1, R2, R3, R4, % yield, and m.p. given): NO2, Cl, OMe, H, H, 50, 100-1°; NO2, Cl, H, OMe, H, 37, 90°; NO2, Cl, H, H, OMe, 48, 118-19°; NO2, Cl, F, H, H, 21, 113-14°; NO2, Cl, H, F, H, 40, 99-100°; NO2, Cl, H, H, F, 38, 80-1°; NO2, Cl, H, H, SO2Me, 15, 210-11°; CF3, NO2, H, H, H, 71, 63-4°; CF3, NO2, OMe, H, H, 16, 106-7°; CF3, NO2, H, OMe, H, 32, 88°; CF3, NO2, H, H, OMe, 74, 87-8°; CF3, NO2, F, H, H, 30, 60-1°; CF3, NO2, H, F, H, 57, 73-4°; CF3, NO2, H, H, F, 20, 74-5°; MeSO2, NO2, H, H, H, 82, 169-70°; Me, NO2, H, H, H, 23, 133-4°; NO2, Me, H, H, H, 79, 34-5°; NO2, OMe, H, H, H, 23, 44-5°. Fusion of 0.02 mole 3,4-Cl2C6H3NO2 (II) with 0.04 mole PhNH2 gave 31.8% I (R = Cl, R1 = NO2, R2 = R3 = R4 = H), m. 112-13°. Other I (R = Cl, R1 = NO2) were prepared similarly (R2, R3, R4, % yield, and m.p. given): OMe, H, H, 36, 108-9°; H, OMe, H, 25, 122-3°; H, H, OMe, 32, 99-100°; H, H, F, 20, 119-20°. Condensation of 0.02 mole 4,3-Cl(O2N)C6H3SO2NH2 (III) and 0.03 mole PhNH2 by fusing for 6 hrs. at 130° gave 71.8% I (R = NO2, R1 = SO2NH2, R2 = R3 = R4 = H), m. 179-80°. Other I (R = NO2, R1 = SO2NH2) were prepared similarly (R2, R3, R4, % yield, and m.p. given): Me, H, H, 84, 195-6°; H, Me, H, 85, 172-3°; H, H, Me, 90, 196-7°; OMe, H, H, 41, 225-6°; H, OMe, H, 91, 181-2°; H, H, OMe, 89, 226-7°; F, H, H, 61, 206-7°; H, F, H, 77, 195-6°; H, H, F, 80, 234-5°; Cl, H, H, 42, 202-3°; H, Cl, H, 80, 201-2°; H, H, Cl, 80, 241-2°; Br, H, H, 60, 200-1°; H, Br, H, 79, 207-8°; H, H, Br, 84, 235-6°; CF3, H, H, 40, 169-70°; H, CF3, H, 82, 210-11°; H, H, CF3, 29, 260-1°; H, H, SO2Me, 59, 253-4°. Condensation of 4.7 g. 2,5-Cl(O2N)C6H3SO2NH2 (IV) with 0.04 mole PhNH2 in 100 ml. boiling PhNO2 for 24 hrs. gave 68.4% I (R = SO2NH2, R1 = NO2, R2 = R3 = R4 = H), m. 175-6°. Other I (R = SO2NH2, R1 = NO2) were prepared similarly (R2, R3, R4, % yield, and m.p. given): OMe, H, H, 62, 205-8°; H, OMe, H, 59, 172-4°; H, H, OMe, 65, 160°; F, H, H, 60, 182-3°; H, F, H, 68, 173-4°; H, H, F, 71, 162-4°. A mixture of 25 g. 4,3-Cl(O2N)C6H3CO2H and 50 ml. SOCl2 was refluxed for 2 hrs., stripped of excess SOCl2, and treated with excess NH4OH to give 86.4% 4,3-Cl(O2N)C6H3CONH2, m. 154-5° (EtOH), which (0.02 mole) was condensed with 0.04 mole PhNH2 in EtOH containing NaOAc to give 34.4% I (R = NO2, R1 = CONH2, R2 = R3 = R4 = H), m. 194-5°. Other I were prepared similarly (R, R1, R2, R3, R4, % yield, and m.p. given): NO2, CONH2, OMe, H, H, 68, 144-5°; NO2, CONH2, H, OMe, H, 72, 170-1°; NO2, CONH2, H, H, OMe, 68, 220-1°; NO2, CONH2, F, H, H, 60, 169-71°; NO2, CONH2, H, F, H, 67, 191-2°; NO2, CONH2, H, H, F, 78, 207-8°; NO2, CONH2, H, H, SO2Me, 10, 244-5°; CONH2, NO2, H, H, H, 25, 184-5°; CONH2, NO2, OMe, H, H, 59, 215-16°; CONH2, NO2, H, OMe, H, 55, 198-9°; CONH2, NO2, H, H, OMe, 79, 216-17°; CONH2, NO2, F, H, H, 49, 184-5°; CONH2, NO2, H, F, H, 43, 233-4°; CONH2, NO2, H, H, F, 82, 231-2°; CONH2, NO2, H, H, SO2Me, 7, 207-8°. Esterification of 4,3-Cl(O2N)C6H3CO2H gave 4,3-Cl(O2N)C6H3CO2Et, m. 60-1° (EtOH), which was condensed with PhNH2 in boiling EtOH to give 92.8% I (R = NO2, R1 = CO2Et, R2 = R3 = R4 = H), m. 114-15°. Other I were prepared similarly (R, R1, R2, R3, R4, % yield, and m.p. given): NO2, CO2Et, OMe, H, H, 72, 116-18°; NO2, CO2Et, H, OMe, H, 70, 105-6°; NO2, CO2Et, H, H, OMe, 63, 128-9°; NO2, CO2Et, F, H, H, 15, 120-2°; NO2, CO2Et, H, F, H, 69, 79-80°; NO2, CO2Et, H, H, F, 52, 138-9°; NO2, CO2Et, H, H, SO2Me, 13, 149-50°; CO2Et, NO2, H, H, H, 29, 111-12°; CO2Et, NO2, OMe, H, H, 41, 112-13°; CO2Et, NO2, H, OMe, H, 46, 81-2°; CO2Et, NO2, H, H, OMe, 56, 120-2°; CO2Et, NO2, F, H, H, 18, 105°; CO2Et, NO2, H, F, H, 59, 119-20°; CO2Et, NO2, H, H, F, 34, 121-2°; CO2Et, NO2, H, H, SO2Me, 10, 189-90°; NO2, CF3, H, H, H, 63, 84°; NO2, CF3, OMe, H, H, 39, 123-4°; NO2, CF3, H, OMe, H, 81, 67-8°; NO2, CF3, H, H, OMe, 80, 85-6°; NO2, CF3, F, H, H, 76, 77-8°; NO2, CF3, H, F, H, 70, 93°; NO2, CF3, H, H, F, 54, 77-8°; NO2, CF3, H, H, SO2Me, 10, 149-50°. Nitration of p-ClC6H4SO2Me with KNO3 in concentrated H2SO4 at 80-5° for 3 hrs. gave 81.7% 4,3-Cl(O2N)C6H3SO2Me, m. 121-2° (20% aqueous alc.), which was condensed with PhNH2 to give 92% I (R = NO2, R1 = SO2Me, R2 = R3 = R4 = H), m. 130-1°. A solution of 15 g. 0-ClC6H4CN in fuming HNO3 was allowed to warm to room temperature from 0-4° in 1 hr., kept for 1 hr. at room temperature, and mixed with 600 ml. ice-water to give 81.8% 2,5-Cl(O2N)C6H3CN, m. 108° (EtOH), which was condensed with PhNH2 in the presence of NaOAc to give 78% I (R = CN, R1 = NO2, R2 = R3 = R4 = H), m. 159-60°. Similarly prepared was I (R = NO2, R1 = CN, R2 = R3 = R4 = H), m. 121-2°. A suspension of 21.7 g. 4,2-Br(O2N)C6H3NH2 in 85 ml. concentrated HCl at 0-4° was diazotized with NaNO2, stirred 1 hr. at 5°, mixed with 15 g. CuCl2 in 50 ml. concentrated HCl, warmed to 70° in 1 hr., and stirred for 30 min. at 70° and overnight at room temperature to give 50% 5,2-Br(Cl)C6H3NO2, m. 70-1° (20% aqueous alc.), which was condensed with PhNH2 to give 80.5% I (R = NO2, R1 = Br, R2 = R3 = R4 = H), m. 54-6°. Similarly prepared were I (R = Br, R1 = NO2, R2 = R3 = R4 = H), m. 111-12°. I (R = NO2, R1 = F, R2 = R3 = R4 = H), m. 120-1°, and I (R = F, R1 = NO2, R2 = R3 = R4 = H), m. 134°. Nitration of 4-ClC6H4CHO gave 80% 4,3-Cl(O2N)C6H3CHO, m. 65-6° (EtOH), which was condensed with PhNH2 in the presence of NaOAc to give a mixture of I (R = NO2, R1 = CHO, R2 = R3 = R4 = H), m. 147-8°, and 4,3-PhNH(O2N)C6H3CH:NPh, m. 108-9°. Similarly prepared was 2,5-PhNH(O2N)C6H3CHO, m. 182° (by-product and m. 132-3°). Attempted conversion of II with 2-, 3-, or 4-FC6H4NH2 or with 3-MeOC6H4NH2 in refluxing HCONMe2 gave 75-85% 2,4-Cl(O2N)C6H3NMe2, m. 78°. Similarly, III and 2- or 4-F3CC6H4NH2 in HCONMe2 gave 4,3-Me2N(O2N)C6H3SO2NH2, m. 133-4°, while IV with all arylamines in HCONMe2 gave 2,5-Me2N(O2N)C6H3SO2NH2, m. 147-8° (EtOH).

Here is a brief introduction to this compound(16588-26-4)Safety of 3-Bromo-4-chloronitrobenzene, if you want to know about other compounds related to this compound(16588-26-4), you can read my other articles.

Reference:
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Quality Control of tert-Butyl 5-bromo-1H-indazole-1-carboxylate. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: tert-Butyl 5-bromo-1H-indazole-1-carboxylate, is researched, Molecular C12H13BrN2O2, CAS is 651780-02-8, about Microwave-assisted Transition Metal-catalyzed Coupling Approach to Indazole Diversity. Author is Oh, Yoo Jin; Yum, Eul Kgun.

Diverse mono or biaryl substituents were introduced to indazole moieties under microwave-assisted palladium-catalyzed coupling reactions with isomeric bromoindazoles and aryl boronic acids. 1,3-Disubstituted indazoles were also obtained by C=C or C-N coupling of monosubstituted indazoles with functionalized terminal alkenes and arylhalides. Facile introduction of diverse substituents to indazoles showed useful synthetic approach for creating indazole compound library to discover biol. active small mols.

Here is a brief introduction to this compound(651780-02-8)Quality Control of tert-Butyl 5-bromo-1H-indazole-1-carboxylate, if you want to know about other compounds related to this compound(651780-02-8), you can read my other articles.

Reference:
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Adding a certain compound to certain chemical reactions, such as: 222978-01-0, (4-Bromo-3-fluorophenyl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C7H6BrFO, blongs to alcohols-buliding-blocks compound. Computed Properties of C7H6BrFO

To a solution of (4-bromo-3-fluoro-phenyl)-methanol (410 mg, 2.0 mmol) and imidazole (163 mg, 2.4 mmol) in DMF (10 mL) was added triisopropylsilyl chloride (0.472 mL, 2.2 mmol). The reaction mixture was stirred at room temperature for 18 hours and then partitioned between ethyl acetate and water. The organic layer was isolated, washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. The resultant residue was purified by flash chromatography (Si-SPE, pentane) to provide the title compound as a colourless oil (643 mg, 89%). IH NMR (CDCl3, 400MHz) 7.48 (dd, J=8.1, 7.0 Hz, IH), 7.16 (d, J = 9.7 Hz, IH), 6.99 (d, J=8.7 Hz, IH), 4.78 (s, 2H), 1.04-1.24 (m, 21H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,222978-01-0, (4-Bromo-3-fluorophenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; WO2008/24725; (2008); A1;,
Alcohol – Wikipedia,
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Reference of 55357-38-5, Adding some certain compound to certain chemical reactions, such as: 55357-38-5, name is 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate,molecular formula is C12H21NO4S, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 55357-38-5.

P1-(cytidin-5′-yl)-P2-(trimethylammoniumethyl)-methylenebis(phosphonate) is an analog of cytidyl diphosphocholine (citicholine), an important intermediate in lipid metabolism and a drug under development for treatment for ischemic stroke. The analog may be prepared by the reaction of the appropriate BTA with a p-toluenosulfonate salt of choline. Thus, a mixture of the BTA prepared from N4-acetylcytidin-5′-ylphosphonomethylenephosphonic acid (1 mmol in 10 ml of dry pyridine) and p-toluenosulfonate salt of choline (412 mg, 1.5 mmol) is kept at 55C for 4 hours. The mixture is processed as described in Example 3. P1-(N4-acetyl-2′,3′-O-isopropylidenecytidin-5′-yl)-P2-(trimethylammoniumethyl)-methylenebisphosphonate is obtained, and deprotected with Dowex 50WX8/H+ to give the desired compound.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 55357-38-5, 2-Hydroxy-N,N,N-trimethylethanaminium 4-methylbenzenesulfonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pharmasset, Ltd.; EP1469003; (2004); A2;,
Alcohol – Wikipedia,
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Related Products of 55977-10-1 , The common heterocyclic compound, 55977-10-1, name is 3-Bromo-7-hydroxy-4-methylchromen-2-one, molecular formula is C10H7BrO3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A oven dried sealable flask was charged with anhydrous potassium carbonate (9.509 g, 68.8 mmol, 3.0 equiv.), 2-chlorophenylboronic acid (5.380 g, 34.4 mmol, 1.5 equiv.) and tetrakis-triphenylphosphine palladium (0) (1.325 g, 1.1 mmol, 0.1 equiv., 10 mol %) and 100 mL of toluene:EtOH (2:1) and stirred for 5 min at RT. 3-Bromo-7-hydroxy-4-methyl-2H-chromen-2-one (5.850 g, 22.9 mmol, 1.0 equiv.), commercially available, was added and the mixture was heated at 90 C. under nitrogen overnight. The reaction was cooled to ambient temperature and diluted with EA and water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The resulting residue was dissolved in DCM and loaded to a silica gel column (120 g, 30% EA/Hex, then 1% MeOH/DCM) to give a light brown material which was triturated with MeOH to afford the title compound (3.30 g, 50.2%) as an off-white solid. 1H NMR (300 MHz, CDCl3), delta 10.62 (s, 1H), 7.71 (d, J=9.0 Hz, 1H), 7.60-7.57 (m, 1H), 7.46-7.35 (m, 3H), 6.86 (dd, J=9.0, 2.4 Hz, 1H), 6.78 (d, J=1.8 Hz, 1H), 2.12 (s, 3H).

The synthetic route of 55977-10-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; KUSHNER, Peter J.; MYLES, David C.; HARMON, Cyrus L.; HODGES GALLAGHER, Leslie Carol; (61 pag.)US2016/311805; (2016); A1;,
Alcohol – Wikipedia,
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Related Products of 72995-94-9 ,Some common heterocyclic compound, 72995-94-9, molecular formula is C14H29BrO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

14-Bromo-1-tetradecanol (10.00 g, 34.1 mmol) was dissolved in 6 dichloromethane (34.1 mL), and 7 imidazole (5.11 g, 75.0 mmol) was added to the solution. 8 TIPSCl (7.95 mL, 37.5 mmol) was dropwise added to the mixture, followed by stirring at room temperature for 3 hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was dissolved in 11 heptane (136 mL), followed by liquid-liquid extraction with water (34 mL) once, 1 N 9 hydrochloric acid (34 mL) once, 10 water (34 mL) twice, and 39 acetonitrile (34 mL) once. Heptane (34 mL) was added to the resulting heptane layer, followed by liquid-liquid extraction with acetonitrile (34 mL). The liquid-liquid extraction with heptane and acetonitrile was further repeated once, and the heptane layer was then concentrated under reduced pressure to obtain 92 Br-(CH2)14-O-TIPS (15.41 g). (0161) 1H-NMR (400 MHz, CDCl3) delta 1.04-1.08 (m, 21H), 1.24-1.38 (m, 18H), 1.42 (quin., 2H), 1.53 (quin., 2H), 1.85 (quin., 2H), 3.40 (t, 2H), 3.67 (t, 2H)

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 72995-94-9, 14-Bromotetradecan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SEKISUI MEDICAL CO., LTD.; YANO, Shinya; WAKASUGI, Yuki; IWANAGA, Yosuke; (32 pag.)US2019/23726; (2019); A1;,
Alcohol – Wikipedia,
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The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 57371-44-5, name is 3-(4-(Benzyloxy)-3-methoxyphenyl)propan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 57371-44-5

To a solution ofpyridinium chlorochromate (2.4 g, 11.03 mmol) in dichloromethane (20 mL), O-protectedalcohol 3 (3.0 g, 11.03 mmol) in dichloromethane (20 mL) was added dropwiseusing pressure equalizing additional funnel with constant stirring (magnetic spin bar).The reaction mixture was then heated at reflux. After the completion of the reaction (1 hr)as monitored by tlc for disappearance of O-protected alcohol 3 (eluent: petroleum ether60-80C and EtOAc in 6:4 ratio, Rf D 0.3), silica gel (5 g, 200-400 mesh) was added tothe mixture and dichloromethane was evaporated under vacuum to afford a crude productadsorbed on the gel. It was purified by column chromatography over silica gel (100-200 mesh) using petroleum ether (60-80C) and EtOAc mixtures (95:5 to 80:20) as eluent.The pure product (2.52 g, 85%) was obtained as a white powder, mp. 64-66C; lit.3664-65C; 1H NMR (500 MHz, CDCl3): d 9.84 (s, 1H), 7.45 (d, 2H, J D 7.5), 7.38 (t, 2H,J D 7.4), 7.31 (t, 2H, J D 7.3), 5.14 (s, 2H), 3.90 (s, 3H), 2.91 (t, 2H, J D 7.5), 2.77 (t,2H, J D 7.4); 13C NMR (125 MHz, CDCl3): d 201.4, 149.47, 146.44, 137.01, 133.31,128.20, 127.47, 126.96, 119.83, 114.17, 112.03, 70.93, 55.72, 45.12, 27.46; Mass (ESI) :[MCCNa] for C17H18O3Na, Calcd: 293.1154. Found: 293.0597.Anal. Calcd for C17H18O3: C, 75.53; H, 6.71. Found: C, 75.59; H, 6.72.

With the rapid development of chemical substances, we look forward to future research findings about 57371-44-5.

Reference:
Article; Kumar, N. Vijendra; Kumar, S. C. Santosh; Srinivas; Bettadaiah; Organic Preparations and Procedures International; vol. 47; 6; (2015); p. 443 – 448;,
Alcohol – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 59012-91-8, 4-(Hydroxymethyl)phenyl pivalate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 59012-91-8, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

[01561] A suspension of 2-methyl-5-isobutyl-4-[2-(5-phosphono)furanyl]thiazole (1 mmole) in thionyl chloride (5 mL) was warmed at reflux for 4 h. The cooled reaction mixture was evaporated to dryness and the resulting yellow residue was dissolved in methylene chloride and treated with a solution of the corresponding benzyl alcohol (4 mmole) and pyridine (2.5 mmole) in methylene chloride. After stirring at 25 C. for 24 h the reaction mixture was subjected to extraction and chromatography to give the titled compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59012-91-8, its application will become more common.

Reference:
Patent; Metabasis Therapeutics, Inc.; US6756360; (2004); B1;,
Alcohol – Wikipedia,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 55977-10-1, name is 3-Bromo-7-hydroxy-4-methylchromen-2-one. A new synthetic method of this compound is introduced below., HPLC of Formula: C10H7BrO3

A mixture of 3-bromo-7-hydroxy-4-methyl-2H-chromen-2-one (1) (7.66 g, 30 mmol), 4-(2-morpholmoethylcarbamoyl)phenylboronic acid (2) (10.02 g, 36 mmol), Na3PO4 (17.21 g, 105 mmol) in a mixture of ethoxyethanol (0.140 g) and water (14 g) was purged with Argon for five minutes in a 250 mL pressure vessel. Ligand Sphos (738 mg, 1.8 mmol) and Pd(OAc)2(206 mg, 0.90 mmol) were added under an Argon atmosphere then the vessel was sealed and heated for 60 min in a 150 C. oil bath with strong stirring. This process was repeated once. Upon cooling, the reaction mixtures were filtered through a silica plug using CH2Cl2and MeOH wash. The unified solutions were evaporated to 100 mL slowly diluted with water (100 mL) and crystallized at 0 C. The product was filtered, washed with 50% MeOH (2×50 mL) and dried to afford 22.33 g (9.1%) of the title compound.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 55977-10-1, 3-Bromo-7-hydroxy-4-methylchromen-2-one.

Reference:
Patent; MANNKIND CORPORATION; ZENG, QINGPING; TORO, ANDRAS; PATTERSON, JOHN BRUCE; WADE, WARREN STANFIELD; ZUBOVICS, ZOLTAN; YANG, YUN; WU, ZHIPENG; (403 pag.)JP2015/214548; (2015); A;,
Alcohol – Wikipedia,
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