Tag: M.W=100-200

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. 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 3618-04-0

Step 1 : 4-(tert-Butyl-diphen l-silanyloxy)-cyclohexanecarboxylic acid ethyl esterTo a solution of ethyl 4-hydroxycyclohexane carboxylate (5.0 g, 29.03 mmol) in dichloromethane (200 mL) was added imidazole (4.97 g, 73 mmols) and tert- butylchlorodiphenylsilane (15.96 g, 15.2 mL, 58.0 mmol). The reaction mixture was allowed to stir at room temperature over night. The reaction mixture was poured into water (125 mL) in a separatory funnel and the phases were separated. The aqueous phase was extracted with dichloromethane (2×200 mL). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated under vacuum. Purification by column chromatography on silica gel eluting with ethyl acetate in heptanes (0-10percent) afforded 10.55 g (89percent) of the title compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3618-04-0.

Reference:
Patent; SANOFI; GAO, Zhongli; HALL, Daniel; STEFANY, David; WO2011/143148; (2011); 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. 4934-99-0, name is Methyl 3-hydroxycyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 4934-99-0

To a solution of methyl 3-hydroxycyclobutanecarboxylate (1.2 g, 9.0 mmol) in DMF (20 mL) was added sodium hydride (60%> wt in mineral oil) (1.8 g, 45 mmol) at RT. The mixture was stirred for 1 h and then 2, 5-difluoro-3-(tetrahydro-pyran-4-yl)-pyridine (1.8 g, 9.0 mmol) was added. The reaction mixture was heated to 60 C for 3 h and then quenched with saturated NH4C1. The solution was diluted with EtOAc and water and extracted with EtOAc (2xl0mL). The organic extracts were combined, washed with brine (lOmL), dried over MgS04, filtered, and concentrated to get a residue, which was purified by flash column chromatography on silica gel (5% to 30%> EtOAc in hexanes) to give the product (3.2 g) as yellow oil.

According to the analysis of related databases, 4934-99-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
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Synthetic Route of 538372-37-1,Some common heterocyclic compound, 538372-37-1, name is Methyl 3,4-diamino-2-methoxybenzoate, molecular formula is C9H12N2O3, 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.

Compound 63E (1.3 g, 6.6 mmol)And 3,5-dichlorosalicylaldehyde (1.52 g, 7.95 mmol)Stirring in 25 mL of nitrobenzene for two hours, after cooling to room temperature,A large amount of precipitated precipitated, filtered, and the filter cake was washed with petroleum ether.Compound 63F (2.0 g, 85% yield) was obtained.

The synthetic route of 538372-37-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Chen Huanming; Liang Bo; Cao Wenjie; Zhang Guiping; Zhao Zhongqiang; Jiang Zhaojian; Zuo Gaolei; Xu Wanmei; Gong Hongju; Zhang Peng; Wang Jianghuai; Li Qingsong; Gao Chunhua; (79 pag.)CN104045552; (2019); B;,
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Related Products of 394-35-4, 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. 394-35-4, name is Methyl 2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

0.06 mol of methyl o-fluorobenzoate,0.022 mol DIC,6.6 mmol DMAP was added to 100 mL dichloromethane, Stirring to continue stirring at room temperature for 30min,Gradually warming to 45 ~ 50 ,The reaction flask was charged with 1-cyclopropanecarbonylpiperazine (0.08 mol)Continue stirring reaction 9 ~ 10h.After the reaction is completed,Cool to 0 C and stir 45min,filter,The filtrate was washed with water (3 * 50 mL)Dried over anhydrous sodium sulfate,The methylene chloride was evaporated under reduced pressure,It was solid,Compound 2 (15.27 g),The yield was 92.57%Purity 99.92%

The chemical industry reduces the impact on the environment during synthesis Methyl 2-fluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Sun Yiwei; Li Hua; Gong Wenju; Wang Libiao; (10 pag.)CN107325055; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 144267-96-9, name is Ethyl 3,4-difluorobenzoate, belongs to esters-buliding-blocks compound, 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 144267-96-9, Quality Control of Ethyl 3,4-difluorobenzoate

Intermediate 513-Fluoro-4-(2-methyl-1 H-imidazol-1 -yl)-benzoic acidTo a solution of ethyl 3,4-difluorobenzoate (1 .5 g) in N,N-dimethylformaide (12 mL) is added 2-methylimidazole (1 .3 g) and K2CO3 (2.2 g) and the mixture is heated at 140 C in a microwave oven for 1 h. After cooling to room temperature, water and ethyl acetate are added and the organic layer is dried (MgS04) and concentrated. The residue is purified by chromatography (ethyl acetate/hexane 0: 1?1 :0). The ester is dissolved in methanol (30 mL) and 4 M aqueous NaOH (3 mL) is added and the mixture is stirred at room temperature for 1 h. The mixture is neutralized with 6 M aqueous HCI, concentrated and then acidified with 6 M aqueous HCI. The precipitate is filtered off washing with a small amount of water and dried by suction to give the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3,4-difluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; BLUM, Andreas; BREITFELDER, Steffen; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; WELLENZOHN, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/123449; (2012); A1;,
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Synthetic Route of 121591-81-9, These common heterocyclic compound, 121591-81-9, name is Methyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-5-carboxylate, 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.

K2CO3 (1.79 mmol) is added to a solution of 3,4-dihydro-2H-benzo[1,4]oxazine-5-carboxylic acid methyl ester (0.78 mmol) in DMF (1.0 mL). After 30 min methyl iodide (1.55 mmol) is added and the mixture is stirred for 2 h at 75 C. Cold water and EtOAc are added, the layers are separated and the aq. layer is extracted with EtOAc. The combined organic layers are washed with water and brine, dried over MgSO4 and concentrated in vacuo to give a crude product which is used without further purification. LC-MS: tR=0.71 min; [M+H]+=208.1.

The synthetic route of 121591-81-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Actelion Phamaceuticals Ltd.; US2010/16401; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 454-31-9, name is Ethyl 2,2-difluoroacetate, belongs to esters-buliding-blocks compound, 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 454-31-9, Recommanded Product: 454-31-9

To a solution of 1-bromo-4-iodobenzene (28.3 g, 0.100 mol) in anhydrous THF (300 mL) at -78 was added n-BuLi (2.5 M, 44.0 mL, 0.110 mol) , and the resulting mixture was stirred for 30 min before ethyl 2, 2-difluoroacetate (13.6 g, 0.110 mol) was added dropwise. After the addition, the mixture was stirred at -78 for 1 h, then excess base was quenched with aqueous 1N HCl solution (80 mL) . The product mixture was warmed to ambient temperature and extracted with MTBE (400 mL ¡Á 3) . The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated to afford the title compound. MS: m/z 236.2 (M + 1) .1H NMR (400 MHz, DMSO-d6) delta 7.96 (d, J 8.0 Hz, 2H) , 7.85 (d, J 8.0 Hz, 2H), 7.28 -7.02 (m, 1H) .

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, Ethyl 2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
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Electric Literature of 13412-12-9, 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. 13412-12-9, name is Methyl 3-(methylamino)but-2-enoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: 2-(4-Bromo-3-methyl-benzoyl)-3-[(E)-methylimino]-butyric acid methyl esterTo 4-bromo-3-methyl-benzoyl chloride (40.0 mmol) in tetrahydrofuran (300 mL) wad added 3-methylamino-but-2-enoic acid methyl ester (5.12 g, 40.0 mmol), followed by pyridine (3.2 mL, 40.0 mmol), and the reaction was stirred overnight at room temperature. Solid pyridine hydrochloride coated the flask, so the mixture was decanted, and the solid was washed three times with EtOAc. The combined solutions were concentrated and diluted with EtOAc (500 mL), and the mixture was washed three times with water. The aqueous layer was separated and back-extracted with EtOAc, and the combined organic layers were dried over MgSO4, filtered, and concentrated to give the title compound.

The synthetic route of Methyl 3-(methylamino)but-2-enoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; US2010/152257; (2010); A1;,
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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 13831-03-3 as follows. Application In Synthesis of tert-Butyl propiolate

To a stirred solution of 3-butyl-3-ethyl-8-hydroxy-2-(4-methoxybenzyl)-7-(methylthio)-5-phenyl-2,3,4,5-tetrahydro-1,2,5-benzothiadiazepine 1,1-dioxide (Intermediate 128, 1.0 g, 1.85 mmol) in THF (10 mL) were added DABCO (0.02 g, 0.18 mmol) and t-butyl propiolate (0.28 g, 2.22 mmol) at 0 C. and the reaction mixture was stirred for 1 hour at room temperature. After completion of the reaction (monitored by TLC), the reaction mixture was diluted with EtOAc (20 mL). The organic layer was washed with water (2¡Á15 mL), dried over anhydrous Na2SO4 and concentrated under vacuum. The resulting crude was purified by Isolera column chromatography (eluent: 15% EtOAc in hexane; silica gel: 230-400 mesh) to afford the title compound. Yield: 49% (0.6 g, white solid). 1H NMR (400 MHz, DMSO-d6): delta 7.66 (d, J=12.3 Hz, 1H), 7.43 (s, 1H), 7.37 (t, J=7.6 Hz, 2H), 7.26 (d, J=8.6 Hz, 2H), 7.20-7.14 (m, 3H), 6.87 (d, J=8.6 Hz, 2H), 6.48-6.25 (m, 1H), 5.27 (d, J=12.1 Hz, 1H), 4.51 (s, 2H), 4.30-4.10 (m, 2H), 3.73 (s, 3H), 2.08 (s, 3H), 1.50-1.36 (m, 13H), 1.18-0.84 (m, 4H), 0.72-0.48 (m, 6H). LCMS: (Method A) 611.2 (M+-tBu+H), Rt. 3.94 min, 98.16% (max).

According to the analysis of related databases, 13831-03-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Albireo AB; Gillberg, Per-Goeran; Mattsson, Jan; Starke, Ingemar; Kulkarni, Santosh S.; (152 pag.)US2019/367467; (2019); A1;,
Ester – Wikipedia,
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Reference of 4341-76-8, These common heterocyclic compound, 4341-76-8, name is Ethyl 2-butynoate, 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 31 Synthesis of tert-Butyl(2-methylpyrazolo[1,5-a]pyridin-3-yl)carbamate (CE298) Step 1: 1-Aminopyridinium iodide (10 g), ethyl but-2-ynoate (6.05 g), potassium carbonate (7.45 g) were mixed in anhydrous DMF (50 mL). The reaction mixture was stirred at ambient temperature for 3 days. A mixture of water (100 mL), ethyl acetate (100 mL) and hexane (100 mL) was added and the product was collected by filtration. The filter cake was washed with a mixture of ethyl acetate_hexane=1:1, affording 6.4 g of ethyl 2-methylpyrazolo[1,5-a]pyridine-3-carboxylate (70% yield).

Statistics shows that Ethyl 2-butynoate is playing an increasingly important role. we look forward to future research findings about 4341-76-8.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; Wang, Shaomeng; Zhao, Yujun; Zhou, Bing; Aguilar, Angelo; Liu, Liu; Bai, Longchuan; McEachern, Donna; Sun, Duxin; Wen, Bo; Luo, Ruijuan; Zhao, Ting; Chinnaiyan, Arul; Asangani, Irfan A.; Stuckey, Jeanne; Meagher, Jennifer Lynn; Ran, Xu; US2015/246923; (2015); A1;,
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