Tag: M.W=100-200

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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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 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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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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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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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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Adding a certain compound to certain chemical reactions, such as: 16308-92-2, (2,4-Dimethylphenyl)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, Formula: C9H12O, blongs to alcohols-buliding-blocks compound. Formula: C9H12O

Example 23 Piperazine-1-carboxylic acid 2,4-dimethyl-benzyl ester hydrochloride was prepared from 2,4-dimethyl-benzyl alcohol; MS (ISP): 248.2 MH+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16308-92-2, (2,4-Dimethylphenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
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Electric Literature of 33893-85-5, 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 33893-85-5, name is 4-(Hydroxymethyl)cyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

Into a stirred mixture of 4-(hydroxymethyl)cyclohexan-1-ol (0.13 g, 1.0 mmol) and Ph3P (0.39 g, 1.5 mmol) in THF (5 mL) at 0 C. was added DIAD (0.22 g, 1.1 mmol). After 10 mins at 0 C., it was added compound from Step 1c (0.32 g, 1.0 mmol) and stirred at rt for 18 h. It was concentrated and the crude was chromatographed (silica, hexanes/EtOAc) to give the desired compounds as a mixture of two diastereomers (0.22 g, 51%). ESI-MS m/z=428.07, 430.07 [M-H]-.

According to the analysis of related databases, 33893-85-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; Qiu, Yao-Ling; Gao, Xuri; Li, Wei; Cao, Hui; Jin, Meizhong; Kass, Jorden; Peng, Xiaowen; Or, Yat Sun; (186 pag.)US2017/253609; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 929-06-6, 2-(2-Aminoethoxy)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, COA of Formula: C4H11NO2, blongs to alcohols-buliding-blocks compound. COA of Formula: C4H11NO2

Step 1: Synthesis of tert-butyl N-[2-(2-hydroxyethoxy)ethyl] carbamate (AR)[0549] To a stirred solution of 2-(2-aminoethoxy)ethan-l-ol (AQ, 5.25 g, 49.94 mmol) in tetrahydrofuran (100 mL) was added aqueous solution of sodium bicarbonate (20% (w/w), 40 ml) and (Boc)20 (11.4 g, 52.23 mmol, added in several batches) at 0 C. The resulting mixture was then warmed up slowly to rt and stirred at rt for 5h. The bulk of organic solvent was removed under reduced pressure and the resulting residue was diluted with water (300 mL), extracted with of ethyl acetate (100 mL x 3). The organic layers were combined, washed with saturated aqueous solution of sodium chloride (20 mL x 2), dried over anhydrous sodium sulfate and then concentrated under reduced pressure to give AR (yield: 98%) as colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,929-06-6, 2-(2-Aminoethoxy)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; ARVINAS, INC.; JIN, Meizhong; CREW, Andrew, P.; DONG, Hanqing; WANG, Jing; SIU, Kam; FERRARO, Caterina; CHEN, Xin; QIAN, Yimin; (351 pag.)WO2016/118666; (2016); A1;,
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Application of 15852-73-0, 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. 15852-73-0, name is (3-Bromophenyl)methanol, molecular formula is C7H7BrO, 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.

General procedure: Catalyst (2 molpercent), aryl halide (1 equiv.) and Na2CO3 (1.1 equiv.) were stirred in H2O (5 mL) taken in the round bottom flask. The aryl boronic acid (1.1 equiv.) was added to the stirring solution. Stirring was continued for required time at 45 °C. After the requisite time, the reaction mixture was diluted with water and the product was extracted with ethyl acetate. The ethyl acetate extract was passed through celite bed and then analyzed by GC. Authentic samples of both reactant and product were used to verify the retention time and to confirm the product formation. The ethyl acetate extract was concentrated and chromatographed on a silica gel column using hexane and ethylacetate as eluent to afford coupled product. The products are characterized by NMR, GC MS and UPLC analyses.

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 15852-73-0, (3-Bromophenyl)methanol.

Reference:
Article; Ganesamoorthy; Shanmugasundaram; Karvembu; Journal of Molecular Catalysis A: Chemical; vol. 371; (2013); p. 118 – 124;,
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