Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 25597-16-4, name is Ethyl 4,4,4-trifluorocrotonate, 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 25597-16-4, category: esters-buliding-blocks

The resulting product (2.02g, 0.013mol) from step 4, ethyl 4,4,4-trifluorocrotonate (4.30g, 0.026mol) and anhydrous potassium carbonate (1.76g, 0.013mol) were dissolved in DMF (70mL), and then the system was stirred for 6hrs at 80C. At the end of reaction, the reaction system was cooled to room temperature, added with water and then extracted with ethyl acetate, and the organic phase was dried and evaporated in vacuum to obtain 2.35g of the product (60.1 %) by column chromatography. 1HNMR(400MHz, d6-DMSO), deltappm 7.84(s,1H), 7.13(s,1H), 7.09(s,1H), 5.94(m,1H), 4.25(dd,1 H), 1.27(t,3H)

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Reference:
Patent; Guangzhou Institute Of Biomedicine And Health, Chinese Academy Of Sciences; ZHANG, Yanmei; TALLEY, John Jeffrey; OBUKOWICZ, Mark G.; TU, Zhengchao; TORTORELLA, Micky; WANG, Yican; LIU, Jianqi; CHEN, Yan; LIU, Xiaorong; LU, Xin; EP2845854; (2015); A1;,
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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. 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, A new synthetic method of this compound is introduced below., Recommanded Product: 383-62-0

A mixture of A (5.0 g, 32.9 mmol) and ethyl 2-chloro-2,2-difluoroacetate (5.7 g, 36.0 mmol), potassium carbonate (4.5 g. 32.9 mmol) in dry DMF (90 mL) were stirred at 600C for 6 hours under an N2 atmosphere. Then the reaction was stirred at rt. for another 60 hours. Ether (200 mL) was added to the mixture and the layers separated. The organic phase was washed with water (100 mL* 3), dried over Na2SO^, evaporated and purified on silica chromatography with eluent (EtOAc: PE = 1: 12) to afford B 2.3 g.

The synthetic route of 383-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CVI PHARMACEUTICALS LIMITED; LIU, Haiyan; LI, Gaoping; WANG, Junbo; LIU, Jingwen; WO2010/75469; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 23680-40-2, name is Methyl 3-bromopropiolate, 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 23680-40-2, SDS of cas: 23680-40-2

The product of Step A (1 1.3g, 69mmol) and f-butyl pyrrole- 1 -carboxylate (30 mL, 1 SOmmol) was combined and heated at 95 and allowed to stir at this temperature for 24 hours. The product was purified using chromatography on silica to provide compound 7OC as a yellow oil.

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, Methyl 3-bromopropiolate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; WO2009/55331; (2009); A2;,
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Application of 61367-07-5, A common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, molecular formula is C8H16ClNO2, 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.

To a suspension of 6-chloro-8-(cyclopropylamino)-N-(3-fluoropyridin-4- yl)imidazo[l,2-b]pyridazine-3-carboxamide (0.030 g, 0.087 mmol) and DIEA (0.227 mL, 1.298 mmol) in NMP (1 mL) was added trans-methyl 4- aminocyclohexanecarboxylate, HCl (0.201 g, 1.038 mmol). The resulting suspension was heated to 120 0C in a 300W CEM Discover microwave for 60 min. The crude material was diluted with 1 mL MeOH and purified via preparatory HPLC using a YMC ODS C-18 column (30 x 250 mm) 0%-100%B. Solvent B: (90% MeOH, 10% H2O, 0.1% TFA). Solvent A: (10% MeOH, 90% H2O, 0.1% TFA). Gradient, start % B = O, final % B = 100, gradient time 240 min, hold at 100% B 40 min, flow rate 25 mL/min. Material was redissolved in DMSO/THF and purified via preparatory HPLC using a YMC ODS C-18 column (30 x 250 mm) 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.1% TFA). Solvent A: (10% MeOH, 90% H2O, 0.1% TFA). Gradient, start % B = O, final % B = 100, gradient time 60 min, flow rate 25 mL/min, to afford methyl trans-4-((8-(cyclopropylamino)-3-((3-fluoro-4- pyridinyl)carbamoyl)imidazo[l,2-b]pyridazin-6-yl)amino)cyclohexanecarboxylate, 2TFA (0.006 g, 9.97% yield) obtained as a white foam. LC/MS, m/z 468.0 (M+l). HPLC Rt = 4.120 min. YMC S5 ODS-A column (4.6 x 50 mm). 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.2% H3PO4). Solvent A: (10% MeOH, 90% H2O, 0.2% H3PO4). Gradient, start % B = O, final % B = 100, gradient time 4 min, hold at 100% 1 min, flow rate 4 mL/min. 1H NMR (500 MHz, DMSO-d6) delta ppm11.46 (1 H, s), 8.67 (1 H, d, J=2.75 Hz), 8.55 (1 H, t, J=5.91 Hz), 8.41 (1 H, d, J=5.77 Hz), 8.00 (1 H, s), 7.57 (1 H, s), 7.00 (1 H, s), 6.07 (1 H, s), 2.06 (3 H, s), 1.91 (4 H, s), 1.58 (1 H, d), 1.30 (4 H, d, J=10.45 Hz), 1.05 (2 H, d, J=I 1.27 Hz), 0.76 (2 H, d, J=4.95 Hz), 0.57 – 0.67 (2 H, m).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/100375; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 394-35-4, The chemical industry reduces the impact on the environment during synthesis 394-35-4, name is Methyl 2-fluorobenzoate, I believe this compound will play a more active role in future production and life.

To methyl 2-fluorobenzoate (300 mg) in 9 mL of THF was added NaHMDS (5.2 mL, 1 M in THF) at -78°C. To this mixture was then added (4-chloro-2-fluorophenyl)acetic acid (367 mg) as solid in one portion at -78°C. The mixture was stirred at -78°C for 4 h and then quenched with 3 N HC1 at this temperature and stirred at rt for overnight. The mixture was diluted with ethyl acetate and water. The organic layer was dried and concentrated to remove solvents. The afforded residue was purified by silica gel flash chromatography (0 to 100percent EtOAc/hexane, product out at 25percent) to give the desired product 2-(4-Chloro-2-fluorophenyl)-l-(2- fluorophenyl)ethanone as white solid.

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, Methyl 2-fluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LAN, Ping; LIU, Kun; OGAWA, Anthony; SHEN, Hong; YANG, Christine; WANG, Yuguang; BERESIS, Richard; QI, Changhe; WO2012/139495; (2012); A1;,
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Electric Literature of 2901-13-5, 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. 2901-13-5, name is Ethyl 2-methyl-2-phenylpropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 2-(4-Formylphenyl)-2-Methylpropionate (formula II; R1 =COOEt) (alternate synthesis): Ethyl 2-phenyl-2-methylpropionate (10 g) was dissolved in 50 mL of dichloromethane and cooled to 5 C. Titanium tetrachloride (10.5 mL) and 1,1-dichloromethyl methyl ether (7.5 mL) were added and the mixture was stirred at room temperature for 60 hours. The resulting dark solution was diluted with 50 mL of dichloromethane and washed twice with 50 mL of water. The organic solution was concentrated to give an oil which was treated with 30 mL of saturated aqueous sodium bisulfite solution for 12 hours. The precipitate was collected by filtration, washed with hexane, suspended in ethyl acetate and treated with excess potassium carbonate. The organic phase was separated, dried with sodium sulfate and stripped to provide 2 g of product. Ethyl 2-[3-(1,3-Dioxolan-2-yl)-1-HydroxyPropylphenyl]-2-Methylpropionate:

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-methyl-2-phenylpropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sepracor Inc.; US5925761; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 34846-90-7, The chemical industry reduces the impact on the environment during synthesis 34846-90-7, name is Methyl 3-methoxyacrylate, I believe this compound will play a more active role in future production and life.

17.5 g (100 mmol) of 4-methoxyphenylhydrazine hydrochloride, 11.6 g (100 mmol) of methoxyMethyl acrylate, and 100 mL of methanol. The reaction mixture was heated to reflux for about 6 hours. The reaction solution was quantified by liquid chromatography,and 1- (4-methoxyphenyl) -5-hydroxypyrazole Yield 79.3percent

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, Methyl 3-methoxyacrylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hunan Haili Changde Agrochemical Co.,Ltd.; Hu, Zhibin; Liu, Weidong; Du, Shenghua; Huang, Chaoqun; Lan, Shilin; Xiong, Lili; Wu, Yinyin; Cheng, Chao; Wang, Yanli; (6 pag.)CN104059020; (2016); B;,
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Ester – an overview | ScienceDirect Topics

Application of 61367-07-5, A common heterocyclic compound, 61367-07-5, name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, molecular formula is C8H16ClNO2, 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.

(1) Methyl trans-4-aminocyclohexanecarboxylate hydrochloride (93.0 g) obtained in Reference Example 2(1) is dissolved in methanol (1000 ml), and thereto are added 35 % aqueous formaldehyde solution (95.4 ml), sodium acetate (39.4 g) and 10 % palladium/carbon (10 g). The mixture is then stirred at room temperature for 3.5 hours under atmospheric hydrogen pressure. The insoluble materials are removed by filtration, and the filtrate is concentrated under reduced pressure. To the resulting residue is poured 20 % aqueous potassium carbonate solution (500 ml), and the mixture is extracted with chloroform. The organic layer is dried over sodium sulfate and potassium carbonate, and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: n-hexane/ethyl acetate = 2/1) to give methyl trans-4-dimethylaminocyclohexanecarboxylate (87.3 g). APCI-MS M/Z:186[M+H]+.;

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8ClNO2

37.12 g (0.2 mol) was added to a 500 mL three-necked flask as shown in formula (C)2-chloro-5-amino-benzoic acid methyl ester, 100 mL hydrochloric acid and 70 mL water,Mechanically stirred, cryogenically cooled to -5-0 C, with a pale yellow solid precipitated,Dissolve 13.8 g (0.2 mol) of sodium nitrite in 20 mL of water.Then slowly added dropwise to the above three-necked flask, after the dropwise addition within 45 minutes,The light yellow solid in the three-necked flask was completely dissolved, and the solution was orange-yellow.The temperature of the reaction solution was maintained at -2-0 C. The mixture in a three-necked flask was stirred for 15 min.Then, 45.7 g (0.25 mol HBF4) of 48% tetrafluoroboric acid solution was added dropwise.After about 30 minutes, the temperature of the reaction solution is kept at 0-2 C.Stirring was continued for 2 hours. After the reaction is completed, the reaction solution is suction filtered.The residue was washed successively with dilute tetrafluoroboric acid solution, washed with 50% ethanol (50 mL) and washed with anhydrous ethanol (50 mL), and dried to give 43.2 g of pale yellow solid, yield 75.6%.

The synthetic route of 42122-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Tan Chengxia; Pei Dan; Zhang Fan; Zhang Donglin; (26 pag.)CN108997325; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14062-18-1, 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 14062-18-1 as follows.

General procedure: In a glove box, add a ruthenium complex Ia (0.3 to 0.7 mg, 0.0002 to 0.001 mmol) to a 300 mL autoclave,Potassium methoxide (35-700 mg, 0.5-10 mmol), tetrahydrofuran (4-60 mL), and ester compounds (10-200 mmol).After sealing the autoclave, take it out of the glove box and fill it with 50 100atm of hydrogen.The reaction kettle was heated and stirred in an oil bath at 100 C for 10 to 336 hours.After the reaction kettle was cooled in an ice-water bath for 1.5 hours, the excess hydrogen was slowly released.The solvent was removed from the reaction solution under reduced pressure, and the residue was purified with a short silica gel column to obtain an alcohol compound. The results are shown in Table 5.

According to the analysis of related databases, 14062-18-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Zhongke Chuangyue Pharmaceutical Co., Ltd.; Ding Kuiling; Tang Yitian; Han Zhaobin; (55 pag.)CN110357923; (2019); A;,
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Ester – an overview | ScienceDirect Topics