Author: tianli

Reference of 52244-70-9, 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.52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol, molecular formula is C11H16O2, molecular weight is 180.24, as common compound, the synthetic route is as follows.

Protection of phenols can be achieved using PSB-OH (1a) under Mitsunobu conditions (Table 1, entries 1 and 4). Those of skill in the art will recognize that the term “Mitsunobu conditions” is explained in Hughes, D. L.; Org. React. 1992, 42, 335-656; a publication which is incorporated herein by reference in its entirety. Attempts to alkylate potassium, cesium, or sodium salts with 1b were unsuccessful (entries 2 and 6). Arylmethylation of primary alcohols (i.e., 2c) occurs smoothly with PSB-Br (1b) using freshly prepared Ag2O; this afforded the corresponding PSB ether in 80-83percent yield (entry 5). However, secondary alcohols could not be protected efficiently using the same method even after prolonged reaction times (entries 7 and 8). Side products and/or low conversions were observed.

The chemical industry reduces the impact on the environment during synthesis 52244-70-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; The Florida State University Research Foundation, Inc.; US7754909; (2010); B1;,
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Adding a certain compound to certain chemical reactions, such as: 20712-12-3, (2-Amino-5-bromophenyl)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, 20712-12-3, blongs to alcohols-buliding-blocks compound. Safety of (2-Amino-5-bromophenyl)methanol

2-amino-5-bromobenzyl alcohol (4.04 g, 20.0 mmol) and diboron pinacol ester (7.65 g, 30.0 mmol, commercially available) were fully dissolved in 200 mL dioxane,Add CsCO3 (19.6 g, 60.0 mmol),PdCl2.dppf (0.88 g, 1.2 mmol) and dppf (0.55 g, 1.0 mmol),The reaction was heated at reflux.After 2 hours of reflux reaction, the reaction solution was cooled to room temperature.Insolubles are removed by filtrationEvaporate the solventResidue with water (200 ml),Extract with ethyl acetate (2 x 200 ml).The organic layer was washed with saturated saline solution.Dry with anhydrous magnesium sulfateConcentrate under reduced pressure,The residue was purified by column chromatography (eluent: EA_PE=1:3).3.39 g of a pale yellow solid.Yield 68.0percent

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20712-12-3, its application will become more common.

Reference:
Patent; Shenyang Sinochem Pesticide Chemical Research And Development Co., Ltd.; Li Bin; Wang Gang; Song Yuquan; Wu Shasha; Fan Xiaoxi; Shi Xuegeng; Yu Haibo; Lv Liang; (32 pag.)CN104650038; (2018); B;,
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Adding a certain compound to certain chemical reactions, such as: 13401-56-4, 3-Chloro-2,2-dimethylpropan-1-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, Recommanded Product: 3-Chloro-2,2-dimethylpropan-1-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3-Chloro-2,2-dimethylpropan-1-ol

Reference Production Example 6; In 5 ml of tetrahydrofuran was suspended 0.14 g of sodium hydride (60% in oil), to which 0.5 ml of a solution containing 0.36 g of 3-chloro-2,2- dimethyl-1-propanol was added dropwise at 0C, followed by stirring for 10 minutes. To this was added dropwise 0.5 ml of tetrahydrofuran containing 0.4 g of 4,6-dichloropyrimidine dissolved therein, followed by stirring at the same temperature for 2 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution, which was extracted three times with t-butyl methyl ether. The combined organic layers were washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.62 g of 4-chloro-6- (3-chloro-2, 2- dimethylpropyloxy) pyrimidine. 4-Chloro-6- (3-chloro-2, 2-dimethylpropyloxy) pyrimidine ‘H-NMR : 1. 11 (s, 6H), 3.51 (s, 2H), 4.23 (s, 2H), 6.81 (s, 1H), 8.57 (s, 1H).

The synthetic route of 13401-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2003/76415; (2003); A1;,
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Electric Literature of 7589-27-7, 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. 7589-27-7, name is 2-(4-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

To a 40 mL vial equipped with a stir bar was added 4-bromo-2,5-difluorophenol (1.04 g, 5.00 mmol), 2-(4-fluorophenyl)ethanol (700 mg, 5.00 mmol), triphenylphosphine (1.57 g, 6.00 mmol) and THF (25 mL). To the stirred solution was added DIAD (1.17 mL, 6.00 mmol). The solution warmed to a mild reflux, then cooled within 5 minutes. The solution was stirred at r.t. for 18h. The reaction solution was concentrated in vacuo and the resulting oil was diluted with a mm. of acetone, then concentrated onto Celite invacuo. The resulting powder was subjected to Si02 purification (80g column, hexanes:EtOAc 100:0-90: 10) to afford 1-bromo-2,5-difluoro-4-(4- fluorophenethoxy)benzene as a colorless oil (1.562 g, 94percent). ?H NMR (500MHz, CDC13) 7.28 – 7.21 (m, 3H), 7.04 – 6.96 (m, 2H), 6.73 (dd, J=9.5, 7.2 Hz, 1H), 4.16 (t, J=6.9 Hz, 2H), 3.09 (t, J=6.9 Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7589-27-7, 2-(4-Fluorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
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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.307353-32-8, name is Methyl 3-bromo-5-(hydroxymethyl)benzoate, molecular formula is C9H9BrO3, molecular weight is 245.07, as common compound, the synthetic route is as follows.Product Details of 307353-32-8

In a three-necked flask with a capacity of 3 liters, 253.11g of methyl 5-bromo-3-(hydroxymethyl)benzoate were placed and mixed with 2000 ml of toluene, and the resultant mixture was agitated to prepare a solution. The resultant solution was mixed with 44g of manganese dioxide, and the resultant reaction mixture liquid was heated to a temperature of 105C and agitated for 7 hours. The resultant reaction mixture liquid was allowed to be cooled to room temperature and filtered to remove a solid fraction therefrom, and the resultant filtrate was concentrated. The target compound, methyl 5-bromo-3-formylbenzoate was obtained in an amount of 236.79g which corresponded to a yield of 94.3%. The results of the 1H-NMR (200 MHz, delta ppm, CDCl3) of the resultant compound were as follows. 3.98 (s, 3H), 8.1 – 8.3 (m, 1H), 8.3 – 8.6 (m, 2H), 10.0 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,307353-32-8, Methyl 3-bromo-5-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; TEIJIN LIMITED; EP1460059; (2004); 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. 145691-59-4, name is (3,5-Dibromophenyl)methanol, molecular formula is C7H6Br2O, 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. name: (3,5-Dibromophenyl)methanol

1,3-Dibromo-benzyl alcohol (1) (20 g, 75.2 mmol) was dissolved in anhydrous DCM (200 mL) in a dried flask under nitrogen. The reaction mixture was cooled to 0 ¡ãC and stirred under nitrogen atmosphere. DIPEA (25.8 mL, 150.4 mmol) was added drop wise to the above solution, after 10 minutes of stirring at 0 ¡ãC, mesyl cholride (8.7 mL, 112.8 mmol) was added drop-wise to the above reaction mixture. Finally, the reaction mixture was allowed to stir at RT for 2 hrs. Reaction mixture was diluted with DCM, washed with water (100 mL) followed by NaHC03 solution and brine, dried over anhydrous Na2S04, filtered and evaporated to dryness to give 21 gm of crude product (2) as a brown liquid which was carried forward to the next step as such.

With the rapid development of chemical substances, we look forward to future research findings about 145691-59-4.

Reference:
Patent; SAINT LOUIS UNIVERSITY; RUMINSKI, Peter; GRIGGS, David; WO2014/15054; (2014); A1;,
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Related Products of 68327-04-8 ,Some common heterocyclic compound, 68327-04-8, molecular formula is C5H12ClNO, 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 solution of 65 mg intermediate 6-[4-(d ifluoromethyl )phenyl]-3-oxo-2-(pyrid in-3-yl)-2,3-dihydropyridazine-4-carboxylic acid, 60 mg (1 S,2S)-2-aminocyclopentanol hydrochloride (1:1),144 mg HATU, 0.1 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 2 mL ofDMF was stirred at room temperature for 14 hours. Then the reaction mixture was filtered andsubjected to RP-HPLC (instrument: Labomatic HD-3000 HPLC gradient pump, LabomaticLabocol Vario-2000 fraction collector; column: Chromatorex 0-18 125 mm x 30 mm, eluent A:0.lvol% formic acid in water, eluent B: acetonitrile; gradient: A 85% B 15% – A 45%/B55%; flow: 150 mL/min; UV-detection: 254 nm) to yield 13 mg 6-[4-(difluoromethyl)phenyl]-N-[(1 S ,2S)-2-hyd roxycyclopentyl]-3-oxo-2-(pyridin-3-yl)-2 ,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 1.39-1.56 (m, 2 H), 1.58-1.76 (m, 2 H), 1.77-1.87(m, 1 H), 2.04 -2.14 (m, 1 H), 3.94 (br d, 1 H), 3.98-4.07 (m, 1 H), 4.95 (br d, 1 H), 7.13 (t, 1H), 7.64 (dd, 1 H), 7.72 (d, 2 H), 8.13 (d, 2 H), 8.15-8.20 (m, 1 H), 8.66-8.72 (m, 2 H), 8.92(d, 1 H), 9.31 (d, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,68327-04-8, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 111-46-6, name is 2,2′-Oxybis(ethan-1-ol), the common compound, a new synthetic route is introduced below. Formula: C4H10O3

General procedure: Preparation of 2-(2-(trityloxyl)ethoxyl)ethanol 3a is used as an example. To a stirring solution ofdiethylene glycol 2a (34.4 g, 324.0 mmol), DMAP (1.3 g, 10.8 mmol) and triethylamine (18.7 mL,130.0 mmol) in CH2Cl2 (200 mL) at 40oC was slowly added a solution of triphenylmethyl chloride(30.1 g, 108.0 mmol) in CH2Cl2 (100 mL) over an hour. After the addition, the mixture was refluxed until no more triphenylmethyl chloride can be detected by TLC (usually 2-3h). Then, the mixture was cooled and poured into brine (300 mL), extracted with CH2Cl2 (150 mL, three times). The combined organic phase was dried over anhydrous Na2SO4, concentrated under vacuum, purified by flash chromatography on silica gel to give 3a as white wax (30.7 g, yield: 82%). 1H NMR (400MHz, CDCl3) delta 3.27 (t, J = 6.0 Hz, 2H), 3.61 (t, J = 4.0 Hz, 2H), 3.66-3.73 (m, 4H), 7.20-7.31 (m,9H), 7.45-7.47 (m, 6H).

The synthetic route of 111-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Yu; Thapa, Bijaya; Zhang, Hua; Li, Xuefei; Yu, Fanghua; Jeong, Eun-Kee; Yang, Zhigang; Jiang, Zhong-Xing; Tetrahedron; vol. 69; 46; (2013); p. 9586 – 9590;,
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Electric Literature of 1805-32-9, 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 1805-32-9, name is 3,4-Dichlorobenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 3,4-dichlorobenzyl alcohol (0.21 g, 1.20 mmol) in DMSO (5 mL) was added potassium rt-butoxide (0.29 g, 2.58 mmol). The mixture was stirred at ambient temperature for 5 minutes and 5-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide (Preparation 3) (0.30 g, 1.01 mmol) was added. After 0.5 h, the reaction mixture was diluted with ethyl acetate (150 mL), washed with IN hydrochloric acid (2 chi 150 mL), brine (150 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to provide a residue which was purified by HPLC using Method A. The title compound was obtained as a white solid (0.03 g, 7%): NMR (300 MHz, DMSO-de) 6 11.78 (s, 1H), 7.75-7.66 (m, 3H), 7.43 (d, J= 8.2 Hz, 1H), 7.31 (d, J= 12.1 Hz, 1H), 5.28 (s, 2H), 2.83 (s, 6H); MS (ES-) m/z 453.0, 455.0 (M – 1).

According to the analysis of related databases, 1805-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; DEHNHARDT, Christoph Martin; CHOWDHURY, Sultan; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HEMEON, Ivan William; SAFINA, Brian; SUTHERLIN, Daniel, P.; WO2014/8458; (2014); A2;,
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Application of 928-51-8 ,Some common heterocyclic compound, 928-51-8, molecular formula is C4H9ClO, 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.

NaI (450 mg, 3.00 mmol) and anhydrous NaHCO3 (1.512 g, 24.0 mmol) were added to a solution of the amine Int-m2 (1.468 g, 6.00 mmol) and 4-chlorobutan-l-ol (1.299 g, 12.0 mmol) in dry acetonitrile (12 mL). After being stirred overnight at 900C for 18 h. The mixture was cooled to RT, and diluted with EA, washed with water and brine. The organic phase was dried (Na2SO4), filtered and concentrated. Purified by flash chromatograpy give a yellowish oil Int-n2 (1.104 g, 58%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,928-51-8, its application will become more common.

Reference:
Patent; LIU, Jun, O.; HU, Xiaoyi; CHEN, Xiaochun; MA, Dawei; BHAT, Shridhar; WO2009/64388; (2009); A2;,
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