Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 4654-39-1, 2-(4-Bromophenyl)ethanol, 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, 4654-39-1, blongs to alcohols-buliding-blocks compound. Quality Control of 2-(4-Bromophenyl)ethanol

Example 1.60: Preparation of Intermediate 4-Bromophenethyl Methanesulfonate. 4-Bromophenethyl alcohol (38.9 g, 193 mmol) was dissolved in DCM (193 mL).Triethylamine (40.4 mL, 290 mmol) was added and the mixture was cooled in an ice bath. Methanesulfonyl chloride (18 mL, 232 mmol) was added dropwise via an addition funnel. The ice bath was removed and the mixture was stirred for 30 min. The reaction mixture was diluted with DCM (200 mL), washed with 1 M HCl twice (100 mL each), followed by brine, saturated sodium bicarbonate, and brine. The organic phase was dried with sodium sulfate and filtered. The solvent was removed under reduced pressure to give the title compound (54.0 g) in quantitative yield. 1H NMR (400 MHz, CDCl3) delta ppm 2.89 (s, 3 H), 3.02 (t, J = 6.82 Hz, 2 H), 4.40 (t, J= 6.82 Hz, 2 H), 7.03 – 7.17 (m, 2 H), 7.43 – 7.47 (m, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4654-39-1, its application will become more common.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 17100-64-0, name is (4-Bromo-3-methoxyphenyl)methanol, molecular formula is C8H9BrO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. category: alcohols-buliding-blocks

A mixture of A-27 (2.50 g, 11.52 mmol) in SOCl2 (15 mL) was stirred at 70 C for 2 hours. The mixture was concentrated, and the residue was diluted with EtOAc (150 mL). The organic phase was washed with water (30 mL) and brine (30 mL), dried over Na2S04, filtered and concentrated to give A-28 (2.60 g, 11.04 mmol) as an oil. H NMR (400MHz DMSO-ifc) _ = 7.57 (d, 1H), 7.20 (d, 1H), 6.97 (dd, 1H), 4.74 (s, 2H), 3.86 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 17100-64-0.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
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Synthetic Route of 7073-69-0, Adding some certain compound to certain chemical reactions, such as: 7073-69-0, name is 2-(2-Bromophenyl)propan-2-ol,molecular formula is C9H11BrO, 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 7073-69-0.

Under a nitrogen stream, 3-(3-chloro-2-iodophenyl)-6,9-diphenyl-9H-carbazole (89.6 g,161.2 mmol) and 2-(2-bromophenyl)propan-2-ol (41.6 g, 193.4 mmol), Pd2(dba)3 (7.4 g, 8.1 mmol), PPh3 (8.5 g, 32.2 mmol), Cs2CO3 (126.0 g,386.9 mmol), toluene (1000 ml) were mixed and stirred at 120 C for 16 hours. After the reaction was completed, the reaction mixture was extracted with methylenechloride, added with MgSO4 and filtered. The solvent was removed from the obtained organic layer, and the residue was purified by column chromatography (Hexane: EA =6: 1 (v / v)) to obtain 1-chloro-7,10-diphenyl-7H-phenanthro[9,10-c]carbazole (37.4 g, yield 46%).

According to the analysis of related databases, 7073-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Doosan Co., Ltd; Cho Hyeon-jong; Um Min-sik; Kim Tae-hyeong; Han Song-i; (65 pag.)KR2018/71880; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 61367-62-2, 4-Bromo-3,5-dimethoxybenzyl alcohol, 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, 61367-62-2, blongs to alcohols-buliding-blocks compound. Product Details of 61367-62-2

(4-Bromo-3,5-dimethoxyphenyl)methanol (2.11 g) was dissolved in tetrahydrofuran (8.3 mL), and subsequently 3,4-dihydro-2H-pyran (1.56 mL) and p-toluenesulfonic acid monohydrate (0.16 g) were added thereto. The mixture was stirred for 13.3 hours at room temperature under a nitrogen atmosphere. Tetrahydrofuran (5 mL) was added thereto, and then a 2.77 M n-butyllithium-hexane solution (3.3 mL) was added dropwise thereto at an internal temperature of -76.7 to -61.3°C. Three minutes after the dropwise addition, 5 mL of tetrahydrofuran was further added, and the mixture was stirred for 53 minutes in a dry ice-acetone bath. Triisopropyl borate (2.4 mL) was added dropwise thereto at an internal temperature of -76.4 to -68.7°C, and the mixture was stirred for 30 minutes at the same temperature, and then stirred for one hour at room temperature. 10 mL of 1 N hydrochloric acid was added thereto, and the mixture was stirred for 2.5 hours at room temperature. 5 N hydrochloric acid (6 mL) was added thereto, and the mixture was stirred for 2. 7 hours at the same temperature. The reaction system was left to stand still, and the lower layer was obtained by partition. A 2 N aqueous solution of sodium hydroxide was added to the lower layer to adjust to pH 7 to 8. The upper layer was extracted two times with a 2 N aqueous solution of sodium hydroxide (5 mL each), and the extracts were combined with this liquid. The obtained alkaline extracted layer was washed with t-butyl methyl ether (20 mL), and then was adjusted to pH = 2 to 3 with 5 N hydrochloric acid. The extracted layer was subjected to extraction four times with ethyl acetate (20 mL each). The combined ethyl acetate extracted layer was washed with 10 mL of saturated brine, and was dried over anhydrous magnesium sulfate. The residue was dried under reduced pressure at 45°C, and was dried in a vacuum at room temperature, to obtain 909 mg (yield 50.2percent) of the target product. 1H-NMR (CDCl3): delta: 3.92 (s, 6H), 4.73 (s, 2H), 6. 61 (dd, J= 6.8, 1.2 Hz, 1H), 6.65 (s, 2H), 7.19 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,61367-62-2, its application will become more common.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP2202233; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 100442-33-9, 1-(3,3-Diphenyl-N-methylpropylamino)-2-methyl-2-propanol, 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, Formula: C20H27NO, blongs to alcohols-buliding-blocks compound. Formula: C20H27NO

Example 2: Preparation of crude l,4-dihvdro-2,6-dimethyl-4-(3- nitrophenyl)-3 ,5 -pyridinedicarboxylic acid [2-|Y3,3- diphenylpropyl)methylamino]-l,l-dimethylethyl1 methyl ester hydrochloride (crude lercanidipine hydrochloride)2.31 mL of triethylamine and 3.1 g of diethylchlorothiophosphate were added to 5.0 g of 2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-l,4- dihydropyridine-3-carboxylic acid (2) in 50 mL of toluene. The mixture was stirred at room temperature for one hour. After formation of a substituted phosphonoester derivative (5) as an intermediate was confirmed by thin layer chromatography (TLC), 4.49 g of 2, N-dimethyl-N-(3,3-diphenylpropyl)-l-amino- 2-propanol (3) was added thereto. The resulting mixture was refluxed for 4 hours. The reaction mixture was treated with activated carbon and was then concentrated under reduced pressure to remove toluene therefrom. The residue was dissolved in 30 mL of ethyl acetate. The organic phase was washed sequentially with 11 mL of a 10% NaOH aqueous solution, 11 mL of distilled water, 13.1 mL of 6N HCl and 11 mL of distilled water. An organic layer was separated, dried with activated carbon and anhydrous sodium sulfate for 30 min and concentrated under reduced pressure. The residue was dissolved in 15.7 mL of tetrahydrofuran and was then seeded with 50 mL of lercanidipine hydrochloride. The lercanidipine hydrochloride (dispersion) was stirred at 20 to 25 C for 24 hours, filtered and dried under vacuum to obtain 8.1 g of crude lercanidipine hydrochloride (theoretical yield: 83.1%).IH NMR (DMSO-d6, 400MHz)(ppm): 10. 8 ~9.4 (bb, IH), 9.5 (bs, IH), 8.30- 8.05 (m, 2H), 7.85 ~ 7.60 (m, 2H), 7.55 ~ 7.20 (m, 10H), 5.05 (s, IH), 4.15 -3.35 (m, 6H), 3.20 -2.15 (m, 13H), 2.6 (s, 3H), 1.50 (s, 6H).

The synthetic route of 100442-33-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONGWOO SYNTECH CO., LTD; WO2008/82041; (2008); A1;,
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Reference of 53463-68-6, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.53463-68-6, name is 10-Bromodecanol, molecular formula is C10H21BrO, molecular weight is 237.18, as common compound, the synthetic route is as follows.

10-Bromodecanol (50 g, 210 mmol) was oxidized using pyridiniumchlorochromate (90.5 g, 420 mmol) in CH2Cl2 (800 mL) at room temperature for 3 h. The organic layerwas filtered, and the residual was washed with petroleum. Removal of the solvent from the combinedorganic layers in vacuo gave a dark oil. The dark-colored residue was chromatographed over SiO2,and elution with hexane/EtOAc (30:1, v/v) gave crude 10-bromodecanal. Triethyl orthoformate (44.5g, 300 mmol) and p-sulphonic acid monohydrate (0.57 g, 3 mmol)were added to a stirred and ice-cooled solution of the crude 10-bromodecanal in anhydrous ethanol(300 mL). After the exothermic reaction had subsided, the mixture was left at 0 C overnight. Water wasthen added, and the mixture was made basic by adding K2CO3 solution. The mixture was extractedwith diethyl ether, and then washed with brine and dried over MgSO4. The solvent was removedunder reduced pressure and the product was chromatographed on silica (hexane/EtOAc (25:1, v/v)),which gave crude 1,l-diethoxy-10-bromodecanal.This product was converted into the title iodide by being stirred for 4 h with sodium iodide(90 g, 600 mmol) in dry acetone (500 mL) under reflux. The solvent was removed under reducedpressure, the mixture was diluted with water (200 mL), and the product was extracted withpetroleum. The extracts were washed with water, 1% Na2S2O3 solution, and brine; dried overNa2SO4; and concentrated under reduced pressure. The resulting residue was chromatographed overSiO2. Elution with hexane/EtOAc (25:1, v/v) was conducted to yield 1,l-diethoxy-10-iododecan (5) as anoil (58.8 g, 78% yield based on 10-bromodecanol); 1H-NMR (500 MHz, CDCl3) delta 1.21 (6H, t, J = 7.0 Hz),1.29 (12 H, m), 1.60 (2 H, m), 1.82 (2H, m), 3.19 (2H, t, J = 7.0 Hz), 3.49 (2H, m), 3.64 (2H, m), 4.48 (1H, t,J = 6.0 Hz); 13C-NMR (125 MHz, CDCl3) delta 102.9, 60.8, 60.8, 33.6, 33.5, 30.5, 29.4, 29.4, 29.3, 28.5, 24.7,13.4, 15.4, 7.3.

Statistics shows that 53463-68-6 is playing an increasingly important role. we look forward to future research findings about 10-Bromodecanol.

Reference:
Article; Liu, Fu; Kong, Xiangbo; Zhang, Sufang; Zhang, Zhen; Molecules; vol. 24; 9; (2019);,
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Reference of 78573-45-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.78573-45-2, name is 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, molecular formula is C10H11F3O, molecular weight is 204.19, as common compound, the synthetic route is as follows.

In a 500 ml reaction flask, 15 g of m-trifluoromethylbenzenepropanol,8.2 g of triethylamine and 150 ml of methylene chloride was added, stirred and cooled down to -5 C. Methanesulfonyl chloride (10 g of methanesulfonyl chloride + 30 ml of methylene chloride) was added dropwise and the temperature was controlled at -5 C. for about 0.5 hour. 1 hour. Plus 8.2g triethylamine, the control temperature -5 , the reaction 0.5 hours. 100 ml of ice water was added and the mixture was stirred for 10 minutes. The layers were separated and the organic layer was separated. The aqueous layer was extracted once with 100 ml of dichloromethane. The organic layers were combined, washed once with 100 ml of saturated sodium chloride solution and dried over 20 g of anhydrous sodium sulfate for 2 hours. The sodium sulfate was filtered off and concentrated under reduced pressure until no fractions were distilled off. 100 ml of isopropyl acetate was added to dissolve and concentrated under reduced pressure No distillate distillate, the product, yield 97.9%, purity 99.5% (W / W).

Statistics shows that 78573-45-2 is playing an increasingly important role. we look forward to future research findings about 3-(3-(Trifluoromethyl)phenyl)propan-1-ol.

Reference:
Patent; Shandong Xinhua Pharmaceutical Co., Ltd.; He Xinheng; Zheng Zhonghui; Jiang Tao; He Weihao; Jiang Zeyu; (5 pag.)CN107473993; (2017); A;,
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Application of 83647-43-2, 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 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of (2-methyl-3 -(4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)phenyl)methanol (1.728 g, 6,96 mmol), (3-bromo-2-methylphenyl)methanol (1.40 g, 6.96 mmol), Pd(dppf)C12CH2C12(0.5 09 g, 0.696 mmol) and potassium carbonate (1.922 g, 13.93 mmol) under N2 was added a mixture of solvents (20 mL dioxane and 5 mL water) and heated to 85 C in a heating block for 2h, at which time all SM was consumed by LCMS. After cooling to room temperature, the reaction was diluted with EtOAc and water. The organic layer was separated, dried with Na2504 and concentrated. Purified by silica gel chromatography (eluting with EtOAc-Hex) to provide (2,2?-dimethyl-[1,1?-biphenylj-3,3?-diyl)dimethanol as a light oil that crystallized on standing. [M-OHj = 225. ?H NMR (400 MI-Tz, DMSO-d6) 7.37 (dd, J = 7.6, 1.3 Hz, 2H), 7.19 (t, J = 7.5 Hz, 2H), 6.92 (dd, J = 7.6, 1.4 Hz, 2H), 5.10 (t, J = 5.4 Hz, 2H), 4.52 (d, J = 5.4 Hz, 4H), 1.88 (s, 6H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 83647-43-2, (3-Bromo-2-methylphenyl)methanol.

Reference:
Patent; GILEAD SCIENCES, INC.; AKTOUDIANAKIS, Evangelos; APPLEBY, Todd; CHO, Aesop; DU, Zhimin; GRAUPE, Michael; GUERRERO, Juan A.; JABRI, Salman Y.; LAD, Lateshkumar Thakorlal; MACHICAO TELLO, Paulo A.; MEDLEY, Jonathan William; METOBO, Samuel E.; MUKHERJEE, Prasenjit Kumar; NADUTHAMBI, Devan; NOTTE, Gregory; PARKHILL, Eric Q.; PHILLIPS, Barton W.; SIMONOVICH, Scott Preston; SQUIRES, Neil H.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William J.; XU, Jie; YANG, Kin Shing; ZIEBENHAUS, Christopher Allen; (724 pag.)WO2018/195321; (2018); A1;,
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Reference of 83647-43-2, Adding some certain compound to certain chemical reactions, such as: 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol,molecular formula is C8H9BrO, 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 83647-43-2.

To a flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M trifluoroacetic acid solution of thallium trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at RT overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 minutes to ensure complete removal of TFA. To the residue was then added palladium (II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and methanol (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a Celite pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4-methyl-2-benzofuran-l(3H)-one. ?-NMR (500 MHz, CDC13) delta ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2.37 (s, 3H).

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. 83647-43-2, (3-Bromo-2-methylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; PASTERNAK, Alexander; DEJESUS, Reynalda, K.; TANG, Haifeng; PIO, Barbara; SHAHRIPOUR, Aurash; BELYK, Kevin, M.; CHOBANIAN, Harry, R.; GUO, Yan; FRIE, Jessica, L.; SHI, Zhi-Cai; CHEN, Helen; BLIZZARD, Timothy, A.; CATO, Brian; WO2013/66714; (2013); A1;,
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Synthetic Route of 150192-39-5, 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 150192-39-5, name is (2-Bromo-5-methoxyphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Preparative Example 91 Preparation of 5-methoxy-1,3-dihydro-1-hydroxy-2,1-benzoxaborole 2-bromo-5-methoxybenzylalcohol (6.5 parts; 0.03M) was dissolved in dry THF (100 ml) and cooled to -78 C. n-Butyl-lithium (26.4 ml of a 2.5M solution in hexanes ex Aldrich, 0.066M) was added over 20 minutes with stirring under a nitrogen blanket and keeping the temperature below -60 C. After stirring for a further hour at -70 C. HPLC showed the reaction to be incomplete with 20% starting material remaining. A further aliquot of n-butyl-lithium in hexanes (5 ml; 0.0125M) was added and the reactants allowed to warm to -50 C. Tributylborate (17.8 ml; 0.066M) was then added at between -70 and -50 C. with stirring under a nitrogen blanket and the reactants allowed to warm to about 20 C. Water (20 ml) was added and the pH adjusted to 10 with hydrochloric acid. After washing with diethylether, the pH of the aqueous phase was adjusted to pH 1-2 with hydrochloric acid and washed with diethyl ether. The ether extract was washed with aqueous saturated brine, dried over anhydrous magnesium sulphate and the ether evaporated to leave the product as a pale oil (3.7 parts). This was slurried with water containing a little methanol whereupon a pinkish-white solid separated which was filtered, washed with water and dried (2.0 parts) mp=110-115 C. after recrystallisation from aqueous methanol.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 150192-39-5, (2-Bromo-5-methoxyphenyl)methanol.

Reference:
Patent; Zeneca Limited; US5880188; (1999); A;,
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