Author: tianli

Synthetic Route of 32707-89-4, 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.32707-89-4, name is (3,5-Bis(trifluoromethyl)phenyl)methanol, molecular formula is C9H6F6O, molecular weight is 244.13, as common compound, the synthetic route is as follows.

Ketones: alpha-Benzylated acetamides 19 (0.14-0.35 mmol) obtained above were dissolved in anhydrous THF (2 ml). 2 equivalents of aromatic Grignard reagents or aromatic lithium reagents (0.28-0.70 mmol) were added drop-wise. The reaction mixtures were stirred at room temperature for 10 minutes before CH2Cl2 (2 ml) and MeOH (1 ml) were added to quench the reaction. The mixtures were filtered through pads of silica gel in parallel and the silica pads were rinsed with ethyl acetate. The combined filtrates were concentrated and the residues were purified by flash chromatography on silica to give ketones 20.

Statistics shows that 32707-89-4 is playing an increasingly important role. we look forward to future research findings about (3,5-Bis(trifluoromethyl)phenyl)methanol.

Reference:
Patent; Huang, Yazhong; Hu, Shuanghua; Degnan, Andrew P.; US2006/20019; (2006); A1;,
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Electric Literature of 626-18-6, 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 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of sinomenine (658 mg, 2 mmol), p-xylylene glycol (138 mg, 1 mmol) and triphenylphosphine (768 mg, 3 mmol) in dried THF (10 mL) was added a solution of diisopropyl azodicarboxylate (0.59 mL, 3 mmol) in dry THF (2 mL) over a period of 30 min. The reaction mixture was stirred at room temperature for 12 h and then the solvent THF was removed under vacuum. Purification by silica gel column chromatography (EtOAc/CH2Cl2/MeOH, 100:0:0-0:6:1, v/v/v) afforded the title compounds (403 mg, 53%)

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 626-18-6, 1,3-Benzenedimethanol.

Reference:
Article; Teng, Peng; Liu, Hai-Liang; Zhang, Lei; Feng, Li-Li; Huai, Yue; Deng, Zhang-Shuang; Sun, Yang; Xu, Qiang; Li, Jian-Xin; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 63 – 74;,
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Related Products of 3279-95-6, 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. 3279-95-6, name is 2-(Aminooxy)ethanol, molecular formula is C2H7NO2, 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.

To a solution of 7-(4-chlorophenyl)-1-methyl-6,7-dihydro-5H-benzo[f][1,2,3]triazolo[1,5-d][1,4]diazepine-9-carboxylic acid (55.6 mg, 0.157mmol) in THF (4 mL) was added HATU (89.4 mg, 0.235 mmol) at 0 C and the reaction mixture was stirred for 30 min. Triethylamine (47.4 mg, 0.470 mmol) and 2-(aminooxy)ethanol (18.1 mg, 0.235mmol) were then added. The resulting mixture was stirred at RT overnight and partitioned between water and DCM. The organics was extracted with DCM (3 x 20 mL) and the combined organic layer were washed with brine (2 x 30 mL), dried and concentrated under reduced pressure. The crude product was purified by preparative TLC (DCM: MeOH= 10: 1) to give 7-(4-chlorophenyl)-N-(2-hydroxyethoxy)-1-methyl-6,7-dihydro- 5H-benzo[f][1,2,3]triazolo[1,5-d][1,4]diazepine-9-carboxamide (18 mg, 28%) as a yellow solid. LCMS (Method B):: RT 2.48 min m/z 414.1 [M+H]+

According to the analysis of related databases, 3279-95-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CATALYST THERAPEUTICS PTY LTD; BURNS, Chris; GARNIER, Jean-Marc; SHARP, Phillip Patrick; FEUTRILL, John; CUZZUPE, Anthony; (140 pag.)WO2017/20086; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2173-69-5, 2-Methyl-2-phenyl-1-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, HPLC of Formula: C10H14O, blongs to alcohols-buliding-blocks compound. HPLC of Formula: C10H14O

2-methyl-2-phenyl-propanol (Intermediate 3) (0.5 kg) and pyridine (268 ml) were charged to a reactor and chilled to 0C. Acetic anhydride (680 gms) was slowly added through a dropper at 10-20C. The mixture was stirred for 2 hours at 10-20C. Ethyl acetate (1.5 ltr) was added and chilled water (2 ltrs) was slowly added through a dropper at 10-20C. The mixture was stirred FOR 4 hr. The ethyl acetate layer was separated and 10% chilled dilute HC1 was added. The ethyl acetate layer was then washed with sodium bicarbonate until a pH of 7 was obtained. The ethyl acetate layer was dried with sodium sulphate and concentrated under vacuum. The resulting oil was distilled under vacuum (15 mm OF HG). at 80-100C.

The synthetic route of 2173-69-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CIPLA LIMITED; WAIN, Christopher, Paul; WO2005/19175; (2005); A1;,
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Application of 52059-53-7 ,Some common heterocyclic compound, 52059-53-7, molecular formula is C8H9FO, 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.

Intermediate 119: 1 -Methanesulfonyloxy-2-(3 -fluorophenyl)ethane Methanesulfonyl chloride (0.92mL) was added to a stirred, cooled solution of 2-(3-fluorophenyl)ethanol (1.28g) and triethylamine (2mL) in DCM (l5mL) at 0C under an atmosphere of nitrogen. On completion of the addition, the mixture was stirred at 0C for 30 minutes then at room temperature for 1.5 hours. The mixture was partitioned between DCM and 1M hydrochloric acid and the aqueous layer was extracted with DCM. The combined organic layers were dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and theresidue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane, with a gradient of 0-100% to give 1-methanesulfonyloxy-2-(3- fluorophenyl)ethane (1.92g) as a colourless oil.1007021 ?H NMR (CDC13) : 7.33-7.26 (1H, m), 7.05-6.92 (3H, m), 4.42 (2H, t), 3.06 (2H, t), 2.89 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52059-53-7, its application will become more common.

Reference:
Patent; ZAFGEN, INC.; PALLIN, Thomas, David; CRAMP, Susan, Mary; DYKE, Hazel, Joan; ZAHLER, Robert; WO2014/71369; (2014); A1;,
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Reference of 445-26-1, 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. 445-26-1, name is 1-(2-Fluorophenyl)ethanol. A new synthetic method of this compound is introduced below.

h. 1-(2-Fluorophenyl)ethyl chloride was prepared as follows: Thionyl chloride (100 ml.) was added to a solution of 1-(2-fluorophenyl)ethanol [described by McCall, J.A.C.S. 74, 4809 (1952)] (105 g.) in dry chloroform (200 ml.). After the vigorous initial reaction had subsided, the solution was heated at reflux on a steam bath for 30 minutes. The excess of thionyl chloride was removed by repeated co-distillation with dry toluene and the residue was diluted with diethyl ether, washed with water (2 * 100 ml.), dried over sodium sulphate, filtered and evaporated to a yellow liquid, which was distilled to give 1-(2-fluorophenyl)ethyl chloride (73.2 g.), b.p. 70-75 C./20 mm.Hg, as a pale yellow oil. By proceeding in a similar manner but replacing 1-(2-fluorophenyl)ethanol by the appropriate phenyl ethanols there were prepared:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,445-26-1, its application will become more common.

Reference:
Patent; May & Baker Limited; US4067723; (1978); A;,
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Electric Literature of 30379-58-9, 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 30379-58-9, name is Benzyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

Reagent B : 150 mg (0.90 mmol) benzyl 2-hydroxyacetate and 142 mg (1. 81 mmol) pyridine are dissolved in 1 ml dichloromethane at 0C. 191 mg (0.95 mmol) 4-nitrophenyl chloroformiate is added, the reaction solution is warmed to room temperature, and stirring is continued for 1 hour. The reaction mixture is partitioned between dichloromethane and 2 N hydrochloric acid, the organic layer is washed sequentially with water and saturated aq. sodium chloride solution, dried over magnesium sulfate and evaporated to dryness in vacuo. The residue is used as Reagent B in the following reaction.

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 30379-58-9, Benzyl 2-hydroxyacetate.

Reference:
Patent; BAYER HEALTHCARE AG; WO2005/82863; (2005); A2;,
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Synthetic Route of 16700-55-3, 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. 16700-55-3, name is (2,6-Dimethoxyphenyl)methanol. A new synthetic method of this compound is introduced below.

General procedure: To a solution of compound 8a (1.08 g, 10 mmol) and Et3N (1.52g, 15 mmol) in anhydrous DCM (100 mL) was added dropwisemethanesulfonyl chloride (1.36 g, 12 mmol) in anhydrous DCM(20 mL). The mixture was stirred for 12 h while being cooled withan ice-water bath. DCM was evaporated under vacuum. The residuewas dissolved in EtOAc (100 mL) and washed with 10% HCl(3 100 mL), saturated NaHCO3 (3 100 mL) and brine (3 100mL), and then dried over MgSO4 overnight. EtOAc was evaporatedto give 11a as yellow oil (1.77 g, yield: 95%). ESI-MS m/z 187.4 [M+H]+. The crude product was used directly in the next reactionwithout further purification.Compounds 11b-11w, 11aa-11ff and 23a-23h were preparedusing the same procedure described above.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16700-55-3, (2,6-Dimethoxyphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Article; Cao, Jiangying; Ma, Chunhua; Zang, Jie; Gao, Shuai; Gao, Qianwen; Kong, Xiujie; Yan, Yugang; Liang, Xuewu; Ding, Qin’ge; Zhao, Chunlong; Wang, Binghe; Xu, Wenfang; Zhang, Yingjie; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3145 – 3157;,
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Electric Literature of 27489-62-9, 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. 27489-62-9, name is trans-4-Aminocyclohexanol, molecular formula is C6H13NO, 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.

A mixture of [6-chloro-4-(tetrahydro-pyran-4-sulfonyl)-pyridin-2-yl]-(5-phenyl-2H- pyrazol-3-yl)-amine formate salt (0.1 g, 0.22 mmol), irans-4-aminocyclohexanol (0.19 g, 1.61 mmol) and DIPEA (0.27 mL, 1.61 mmol) in anhydrous DMSO (1.0 mL) was flushed with nitrogen and heated to 120 C in a sealed tube. Further additions of trans- – aminocyclohexanol (0.19 g, 1.61 mmol) were carried out approximately every 2 – 3h while monitoring by LC-MS until the amount of product did not increase further (no heating or addition of irans-4-aminocyclohexanol overnight). The total heating time was 24h and the total amount of irans-4-aminocyclohexanol added 58.5 equivalents. The reaction mixture was then allowed to cool down to room temperature and partitioned between EtOAc (10 mL) and saturated aq. ammonium chloride solution (5 mL). The phases were separated and the aqueous phase extracted with EtOAc (3 x 5 mL). The combined organic extracts were washed with water (10 mL) and brine (10 mL), dried (MgS04), filtered and evaporated in vacuo. The crude material was purified by flash chromatography eluting with MeOH (0 – 10 %) in DCM to give the title compound as a light brown solid (0.07 g, 68 %). XH NMR (500 MHz, DMSO- d6): delta 12.66 (br. s., 1 H), 9.40 (br. s., 1 H), 7.75 – 7.66 (m, 2 H), 7.51 – 7.41(m, 2 H), 7.38 – 7.29 (m, 1 H), 6.93 – 6.74 (m, 2 H), 6.63 (br. s., 1 H), 6.15 (br. s., 1 H), 4.58 (br. s., 1 H), 3.91 (dd, .7=11.2, 3.8 Hz, 2 H), 3.76 (br. s., 1 H), 3.44 (br. s., 2 H), 2.09 – 1.94 (m, 2 H), 1.92 – 1.82 (m, 2H), 1.81 – 1.71 (m, 2 H), 1.66 – 1.48 (m, 2 H), 1.38 – l .l l(m, 4 H). MS: m/z = 498.1 (M+H)+.

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 27489-62-9, trans-4-Aminocyclohexanol.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BROMIDGE, Steven; BURCH, Jason; HEIFETZ, Alexander; KRULLE, Thomas; MONTALBETTI, Christian A.G.N.; PEI, Zhonghua; PEREZ-FUERTES, Yolanda; TRANI, Giancarlo; (223 pag.)WO2016/1341; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 20605-01-0, Diethyl 2,2-bis(hydroxymethyl)malonate, 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, 20605-01-0, blongs to alcohols-buliding-blocks compound. Computed Properties of C9H16O6

Diethyl 2,2-bis(hydroxymethyl)malonate (28.3 mmol; 6.23 g) was coevaporated twice from dry pyridine and dissolved in the same solvent (20 mL). tert-Butyldimethylsilyl chloride (25.5 mmol; 3.85 g) in dry pyridine (10 mL) was added portionwise. The reaction was allowed to proceed for 4 days. The mixture was evaporated to a solid foam, which was then equilibrated between water (200 mL) and DCM (4×100 mL). The organic phase was dried on Na2SO4. The product was purified by silica gel chromatography eluting with 10% ethyl acetate in DCM. The yield was 78%. 1H NMR (CDCl3) delta 4.18-4.25 (m, 4H, OCH2Me), 4.10 (s, 2H, CH2OSi), 4.06 (s, 2H, CH2OH), 2.63 (br s, 1H, OH), 1.26 (t, J=7.0 Hz, 6H, OCH2CH3), 0.85 (s, 9H, Si-SMe3), 0.05 (s, 6H, Me-Si). 13C NMR (CDCl3) delta 169.2 (CO), 63.3 (CH2OH), 62.8 (CH2OSi), 61.6 (spiro C), 61.4 (OCH2Me), 25.6 [C(CH3)3], 18.0 (Si-CMe3), 14.0 (OCH2CH3), -3.6 (Si-CH3). MS [M+H]+ obsd. 335.7, calcd. 335.2; [M+Na] obsd. 357.6, calcd. 357.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20605-01-0, its application will become more common.

Reference:
Patent; Alios BioPharma, Inc.; US2010/240604; (2010); A1;,
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