Tag: M.W=100-200

Related Products of 81335-87-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 81335-87-7 as follows.

Sub-1 (35.0g, 255.1mmol), 3,5-dimethylacetophenone (56.7g, 382.7mmol), tris (triphenylphosphine) ruthenium (II) dichloride (2mol%) And potassium hydroxide (15.7g, 280.7mmol) and toluene (300mL) were added to the reaction flask,Heat and stir to reflux, and separate water by condensing reflux trap. When the reaction is over, drop to room temperature and filter on a pad of silica gel. The product was further purified by column (eluent: n-hexane / ethyl acetate = 2/100), and finally the intermediate Sub-3 (35.3 g, yield 56%) was obtained by crystallization from isopropanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,81335-87-7, its application will become more common.

Reference:
Patent; Zhejiang Huaxian Optoelectric Technology Co., Ltd.; Zheng Xianzhe; Zhao Xiaoyu; Hua Wanming; (31 pag.)CN110452271; (2019); A;,
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Electric Literature of 431-23-2, Adding some certain compound to certain chemical reactions, such as: 431-23-2, name is 3,3,3-Trifluoro-2-methylpropan-1-ol,molecular formula is C4H7F3O, 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 431-23-2.

To methyl 5-hydroxy-4-methoxypyridine-2-carboxylate (100 mg, 0.55 mmol) in THF is added 3,3,3-trifluoro-2-methylpropan-1 -ol (105 mg, 0.82 mmol) and triphenylphosphine (286 mg, 1 .10 mmol) and followed by diisopropylazodicarboxylate (221 mg, 1.10 mmol). The reaction mixture is stirred at RT for 3h, The reaction mixture is evaporated under reduced pressure and the residue is purified by HPLC. The product containing fractions are combined and lyophilized. (0796) Yield: 160 mg (quantitative)

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. 431-23-2, 3,3,3-Trifluoro-2-methylpropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BOUYSSOU, Thierry; GOTTSCHLING, Dirk; HEINE, Niklas; SMITH KEENAN, Lana Louise; LOWE, Michael D.; RAZAVI, Hossein; SARKO, Christopher Ronald; SURPRENANT, Simon; TAKAHASHI, Hidenori; TURNER, Michael Robert; WU, Xinyuan; (182 pag.)WO2019/81637; (2019); A1;,
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Application of 61266-36-2, 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. 61266-36-2, name is Methyl 4-(3-hydroxyprop-1-yn-1-yl)benzoate, molecular formula is C11H10O3, 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.

B. Preparation of methyl 4-(3-hydroxypropyl)benzoate STR17 To a 2-L stainless steel Parr bottle was charged 17.1 g (89.9 mmol) of methyl 4-(3-hydroxypropynyl)benzoate dissolved in 1 L MeOH, followed by the addition of 2.6 g of 5% Pd/C catalyst. This mixture was then hydrogenated at ambient temperature for 18 hours on a Parr shaker at 15 psi of hydrogen gas. The catalyst was filtered away, and washed with fresh MeOH. The filtrate was removed in vacuo, and the crude residue was flash chromatographed on silica gel eluding with 25% EtOAc/MeCl2. The correct fractions were combined and the solvents were removed in vacuo to give 16.7 g (95%) of methyl 4-(3-hydroxypropyl)benzoate as a colorless oil. Rf =0.36 (25% EtOAc/MeCl2) Mass (FD) M+=194 IR (KBr, cm-1)=1020, 1046, 1114, 1181, 1194, 1247, 1312, 1416, 1437, 1611, 1718, 2953, 3011, 3026, 3626 UV (EtOH) lambdamax =265, 203 (epsilon=25179, 16144) Anal. Calcd. for C11 H14 O3: C, 68.02; H, 7.27. Found: C, 67.95;H, 6.97. 1 H NMR (300 MHz, CDCl3) delta1.32 (t, J=5.5 Hz, 1H), 1.88-197 (m, 2H), 2.79 (t, J=7.7 Hz, 2H), 3.70 (q, J=6.1 Hz, 2H), 3.92 (s, 3H), 7.29 (d, J=8.0 Hz, 2H), 7.98 (d, J=8.2 Hz, 2H)

According to the analysis of related databases, 61266-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eli Lilly and Company; US5426110; (1995); A;,
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Adding a certain compound to certain chemical reactions, such as: 69393-72-2, Benzo[d][1,3]dioxol-4-ol, 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, COA of Formula: C7H6O3, blongs to alcohols-buliding-blocks compound. COA of Formula: C7H6O3

a) 4-hydroxy-5-(4-propylpiperazinylmethyl)-1,3-benzodioxole Aqueous formaldehyde (37%; 3.67 g, 45.3 mmol) was added dropwise to a stirred solution of 4-hydroxy-1,3-benzodioxole (5.2 g, 37.8 mmol) and N-propylpiperazine (5.8 g, 45.3 mmol) in acetonitrile (25 ml). The reaction mixture was stirred at room temperature for one hour and evaporated in vacuo. The remaining oil (13.0 g) was purified chromatographically (with ethylacetate/methanol=9/1 (v/v) as an eluent to give 4-hydroxy-5-(4-propylpiperazinylmethyl)-1,3-benzodioxole (5.9 g, 56% yield; compound No. 25), m.p. 115-117 C.

The synthetic route of 69393-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Duphar International Research B.V.; US5281595; (1994); A;,
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Related Products of 1875-89-4 , The common heterocyclic compound, 1875-89-4, name is 2-(m-Tolyl)ethanol, molecular formula is C9H12O, 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.

Example 306: 2-[1-(4-Chlorophenylsulfonyl)-3-(3-methylphenyl)propyl]-1,4-difluorobenzene In a similar manner to Example 304 except for the use of 2-(3-methylphenyl)ethanol (90.0 mul, 0.661 mmol), the title compound (115 mg, 0.273 mmol, 83percent) was obtained as colorless plate crystals.1H-NMR (400 MHz, CDCl3) delta: 2.29(3H,s), 2.35-2.48(2H,m), 2.56-2.64(1H,m), 2.68-2.77(1H,m), 4.46-4.49(1H,m), 6.83-6.88(3H,m), 6.97-7.03(2H,m), 7.14(1H,t,J=7.8Hz), 7.26(1H,ddd,J=8.7,5.4,3.3Hz), 7.36(2H,d,J=8.6Hz), 7.49(2H,d,J=8.6Hz). IR (ATR) cm-1: 3072, 2969, 1581, 1496, 1475, 1423, 1394, 1319, 1276, 1211, 1147, 1081, 1012. mp: 87-88°C. MS m/z: 421 (M++H).Anal. calcd for C22H19ClF2O2S: C, 62.78; H, 4.55; Cl, 8.42; F, 9.03; S, 7.62. Found: C, 62.58; H, 4.60; Cl, 8.49; F, 9.21; S, 7.77.

The synthetic route of 1875-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
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Electric Literature of 17366-48-2, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 17366-48-2 as follows.

1-(Diphenylmethyl)azetidin-3-one (see Bioorg. Med. Chem. Lett.; 13; 2003; 2191-2194, 2.12 g, 9.0 mmol) was dissolved in methylene chloride (25 mL) and the resultant solution was added to a slurry of exo-8-azabicyclo[3.2.1]octan-3-ol hydrochloride (norpseudotropine hydrochloride) (see U.S. Pat. No. 6,699,870, 2.12 g, 9.0 mmol) in methylene chloride (25 mL). Another portion of methylene chloride (20 mL) was added and then DIPEA (3.47 g, 26.8 mmol), acetic acid (1.09 g, 18.2 mmol) and sodium triacetoxyborohydride (3.79 g, 17.9 mmol) were added in the given order. The mixture was stirred at RT for 4 days and then diluted with methylene chloride (150 mL). The solution was washed with a mixture of aqueous Na2CO3 (sat. 20 mL) and aqueous NaHCO3 (sat. 15 mL) and then washed with aqueous NaHCO3 (sat. 15 mL). The organic solution was dried (Na2SO4) and then the solvent was removed by evaporation. The product was purified twice by column chromatography on silica gel first eluting with methylene chloride/methanol (95/5) and then with methylene chloride/ammonia saturated methanol (9/1). There was obtained 1.9 g (60%) of exo-8-[1-(diphenylmethyl)azetidin-3-yl]-8-azabicyclo[3.2.1]octan-3-ol as a white foam. 1H NMR (400 MHz, CDCl3). 1.4-1.6 (m, 4H), 1.7-2.0 (m, 4H), 2.8-2.9 (b, 2H), 3.1 (b, 2H), 3.3-3.5 (m, 3H), 3.8-3.9 (m, 1H), 4.4-4.5 (s, 1H), 7.2 (m, 2H), 7.3 (m, 4H), 7.4 (m, 4H); LCMS: m/z 349 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17366-48-2, its application will become more common.

Reference:
Patent; Antonsson, Thomas; US2008/146538; (2008); A1;,
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Electric Literature of 1994-13-4, 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.1994-13-4, name is 6-Fluoro-4-hydroxy-2H-chromen-2-one, molecular formula is C9H5FO3, molecular weight is 180.1326, as common compound, the synthetic route is as follows.

Compound 31: 8-Fluoro-3-(6-fluoro-4-hydroxy-2-oxo-2H-chromene-3-yl)-2-hydroxy- 2, 3-DIHYDRO-4H-FUROF3, 2-CLCHROMENE-4-ONE; Example 31; 6-Fluoro-4-hydroxycoumarin (180 mg; 1.0 mmole) was mixed with a 40 % aqueous solution of glyoxal (574 muL ; 5.0 mmole). Acetonitrile (8 mL) was added thereto and the reaction mixture was refluxed for 6 hours. By cooling the solution to room temperature a white precipitate was precipitated, which was filtered and washed with acetonitrile. There were obtained 62 mg (31 %) of compound 31, which did not need additional purification. 1H-NMR (300 MHz, DMSO-D6) No./PPM : 4. 85 (bs, 1H); 6.35 (bs, 1H); 7.40-7. 84 (m, 6H); 9.36 (bs, 1H); 3C-NMR (75.4 MHz, DMSO-D6) D/PPM : 42.8 ; 101.0 ; 101.6 ; 107.1 (D, J = 24.8 Hz) ; 108.1 (d, J = 25.7 Hz); 108. 6; 111.9 (d); 115.9 (d); 117.4 (d); 117.8 (d); 118.7 (d, J = 23.0 Hz); 119.0 (d, J= 20 Hz); 147.4 ; 149.7 ; 156.7 (d, 241 Hz); 158. 1 (d, 236 Hz); 160.2 ; 162.2 ; 163.1 ; 165.4 ; MS m/z : ES- (acetonitrile: water) [M-H]-: 399.0.

The chemical industry reduces the impact on the environment during synthesis 1994-13-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2005/10006; (2005); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13651-14-4, name is (2,3-Dimethylphenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of (2,3-Dimethylphenyl)methanol

In a fixed-bed reactor having an inner diameter of 10 mm, 1 g of the Cu5wt%-Pd4wt%-K5wt%/Al203 catalyst prepared in Example 1 was charged in a constant temperature zone of the reaction tube, and both ends were filled with quartz sand and quartz wool to ensure the reaction. The airflow was stable and evenly distributed. The sealing device was reductively activated with hydrogen (25 ml/min) at 350 C for 7 hours. Then change the carrier gas to argon and the argon flow was adjusted to 200ml/h and pressure to 3.5MPa. Then the temperature was adjusted to 150C; The reaction was started by continuously feeding o-nitroaniline:fatty alcohol:distilled water according to a mass ratio of 1:12:10 with a high pressure pump. The feed flow of o-nitroaniline, fatty alcohol, and distilled water was 0.7 g/liter/h. After the reaction product was cooled by the condenser and then entered the gas-liquid separator, the liquid product was collected. The results of the experiments with different fatty alcohols are shown in Table 2.

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, 13651-14-4, (2,3-Dimethylphenyl)methanol.

Reference:
Patent; Zhejiang University of Technology; Zhang Qunfeng; Cheng Zheng; Feng Feng; Xu Xiaoliang; Ma Lei; Lu Chunshan; Li Xiaonian; (12 pag.)CN105037274; (2018); B;,
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Synthetic Route of 1051899-73-0, 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. 1051899-73-0, name is (3-Amino-2-fluorophenyl)methanol, molecular formula is C7H8FNO, 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.

Intermediate 102: ethyl [2-fluoro-3-(hydroxymethyl)phenyl]carbamate A stirred suspension of sodium carbonate (78 mg, 1.573 mmol) and Intermediate 101 (222 mg, 1.573 mmol) in 10 mL of water was cooled at 0 C. under nitrogen atmosphere. Ethyl chlorocarbonate (ALDRICH, 171 mg, 1.573 mmol) was added dropwise. Reaction was stirred for 1 h 30 min at 0 C. and then allowed to reach room temperature. Crude of reaction was partitioned with Et2O. Organic layers were dried with MgSO4 (anh), filtered and concentrated to obtain the title compound (359 mg, 1.600 mmol, quantitative yield). 1H NMR (300 MHz, DMSO-d6) 8 ppm: 9.21 (br s, 1H), 7.45-7.55 (m, 1H), 7.05-7.22 (m, 2H), 5.24 (br s, 1H), 4.51 (s, 2H), 4.10 (q, 2H), 1.22 (t, 3H). [ES+MS] m/z 214 (MH+).

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 1051899-73-0, (3-Amino-2-fluorophenyl)methanol.

Reference:
Patent; Ballell Pages, Lluis; Castro Pichel, Julia; Fernandez Menendez, Raquel; Fernandez Velando, Esther Pilar; Gonzalez Del Valle, Silvia; Leon Diaz, Maria Luisa; Mendoza Losana, Alfonso; Wolfendale, Matthew James; US2012/95064; (2012); A1;,
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Application of 17366-48-2 ,Some common heterocyclic compound, 17366-48-2, molecular formula is C7H14ClNO, 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.

General procedure: General Method F (copper catalyzed amination of aryl-hal) A microwave vial was charged with 1 ,4-diiodobenzene or l-bromo-4-iodobenzene (1.0 equiv), Cul (20 mol%), BINOL (20 mol%), and K3P04 (2 equiv.). The vial was capped and then evacuated and backfilled with Ar. Dialklyamine (1.2 equiv) and DMF were then added. The resulting mixture was stirred at rt for 2 to 4 d. The mixture was diluted with EtOAc, filtered through a cake of Celite and the filtrate was concentrated to give the crude product. Crude product was purified by flash chromatography to give the title 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. 17366-48-2, exo-8-Azabicyclo[3.2.1]octan-3-ol hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; LIU, Yong; LANG, Yunhui; NG, Grace; LI, Sze-Wan; PAULS, Heinz W.; LAUFER, Radoslaw; PATEL, Narendra Kumar B.; SAMPSON, Peter Brent; FEHER, Miklos; AWREY, Donald E.; WO2014/56083; (2014); A1;,
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