Tag: M.W=100-200

Related Products of 18469-52-8, A common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, molecular formula is C9H11NO2, 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.

The compound 2,4-dichloro-6-nitro-quinazoline (0.115 g, 0.47 mmol) was weighed in a reaction flask,Isopropyl alcohol 4mL,Stir into suspension,Methyl p-aminomethylbenzoate (0.094 g, 0.56 mmol) and DIEA (0.106 g, 0.82 mmol) were added,Reaction at room temperature 2.5h.Stop stirring, add dichloromethane to make the reaction solution becomes clear, add silica gel,Concentration by column chromatography [petroleum ether / ethyl acetate = 10: 1 (v / v) / methylene chloride / ethyl acetate = 10: 1 (v / v)] gave 0.162 g of a yellow solid in a yield of 92.6%

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; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Jin Jing; Zhu Lina; Zhang Chongjing; (85 pag.)CN102250075; (2016); B;,
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Reference of 15012-36-9,Some common heterocyclic compound, 15012-36-9, name is Methyl 2,3-dimethylbenzoate, molecular formula is C10H12O2, 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 stirred solution of methyl 2,3-dimethylbenzoate (2.0 g, 12.2 mmol) in 1,2-dichloroethane (10 mL) were added chloromethyl methyl ether (5 mL, 36.0 mmol), thionylchloride (0.36 mL, 5.0 mmol) and ferric chloride (0.4 g, 2.4 mmol) at 0 C. The resulting mixture was heated to 55 C for 2 h. After cooling to room temperature, the mixture was extracted with EtOAc (3 x 100 mL) and washed with water (20 mL) and brine (20 mL). The combined organic extracts were dried over anhydrous Mg504, filtered and concentrated.Silica gel chromatography (hexane:EtOAc) afforded the title compound (1.1 g). MS (ES) m/z 213 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2,3-dimethylbenzoate, its application will become more common.

Reference:
Patent; CORVUS PHARMACEUTICALS, INC.; HUDSON, Ryan; BEAUSOLEIL, Anne-Marie; (616 pag.)WO2018/89261; (2018); A2;,
Ester – Wikipedia,
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Reference of 59833-69-1, 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. 59833-69-1, name is Methyl 2-(3-amino-4-chlorophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a stirred solution of 35c (781 mg, 3.9 mmol) and pyridine (0.95 mL, 11.7 mmol) in CH2Cl2 (10 mL) was added a solution of 34a (1.3 g, 3.9 mmol) in CH2Cl2 (10 mL). After stirring overnight at room temperature, the reaction mixture was quenched with water and extracted with EtOAc (×2). The combined organic layers were washed with water, brine, dried over MgSO4 and concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel to yield methyl ester (1.3 g, 63% in 2 steps) as a pale yellow amorphous powder.

The synthetic route of Methyl 2-(3-amino-4-chlorophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Iwahashi, Maki; Naganawa, Atsushi; Kinoshita, Atsushi; Shimabukuro, Atsushi; Nishiyama, Toshihiko; Ogawa, Seiji; Matsunaga, Yoko; Tsukamoto, Kohki; Okada, Yutaka; Matsumoto, Ryoji; Nambu, Fumio; Oumi, Rie; Odagaki, Yoshihiko; Katagi, Jun; Yano, Koji; Tani, Kousuke; Nakai, Hisao; Toda, Masaaki; Bioorganic and Medicinal Chemistry; vol. 19; 22; (2011); p. 6935 – 6948;,
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Application of 61367-07-5, 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. 61367-07-5 name is Methyl trans-4-aminocyclohexanecarboxylate hydrochloride, This 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.

Step 1: Methyl (1r,4r)-4-(ethylsulfonamido)cyclohexane-1-carboxylate (0635) (0636) A solution of methyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride (120 g, 0.62 mol) and Et3N (346 mL, 2.48 mol) in anhydrous DCM (2.5 L) was stirred at RT for 30 min. Ethanesulfonyl chloride (80.6 g, 0.63 mol) was added dropwise over 30 min to the reaction mixture at 0-5 C. After addition, the mixture was stirred at 0 C for 3 h. The mixture was quenched with water (250 mL) at 0 C. After partition, the organic layer was washed with H2O (600 mL, 5 volumes) and 1 N HCl (2 × 600 mL, 2 × 5 volumes), H2O (600 mL, 5 volumes) and brine (600 mL, 5 volumes), dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to afford crude methyl (1r,4r)-4-(ethylsulfonamido)cyclohexane-1-carboxylate (117.6 g, 76%) as a light yellow solid, which was used for the next step without further purification.1H NMR (CDCl3400 MHz): delta 4.36 (d, J = 8.0 Hz, 1 H), 3.67 (s, 3 H), 3.29-3.22 (m, 1 H), 3.04 (q, J = 7.6 Hz, 2 H), 2.25-2.21 (m, 1 H), 2.15-2.09 (m, 2 H), 2.08-2.01 (m, 2 H), 1.58-1.51 (m, 2 H), 1.39-1.25 (m, 5 H).

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

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CACATIAN, Salvacion; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; MORALES-RAMOS, Angel; SINGH, Suresh, B.; VENKATRAMAN, Shankar; YUAN, Jing; ZHENG, Yajun; ZHUANG, Linghang; PARENT, Stephan, D.; HOUSTON, Travis, L.; (444 pag.)WO2017/214367; (2017); 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. 122-63-4, name is Benzyl propionate, A new synthetic method of this compound is introduced below., Computed Properties of C10H12O2

Carbapenem Intermediate (CPI) was prepared according to the synthetic scheme shown in Scheme 1. In the first step of the process, benzyl propionate is reacted with isobutoxycarbonyloxy acetic acid methyl ester in a solvent at low temperature in the presence of LDA to form ketoester A. The ketoester A is then contacted with the acetoxyazetidinone B (prepared by any number of known, synthetic routes) in a solvent, and sodium carbonate is added. The reaction ages for a period of time at a temperature such that the reaction goes substantially to completion, generating the target lactam C.

The synthetic route of 122-63-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FOB SYNTHESIS; CHOI, Woo-Baeg; KIM, Deog-Il; GRUSZECKA-KOWALIK, Ewa; JOO, Hyung-Yeul; LIU, Shuangpei; MAO, Shuli; LI, Yongfeng; WO2011/160020; (2011); A2;,
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Ester – an overview | ScienceDirect Topics

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. 1117-71-1, name is Methyl 4-bromobut-2-enoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H7BrO2

The (E) -4- bromo crotonate 6g (33.5mmol) was dissolved in THF (60ml) cooled to to 0 ,Under the protection of N2 was added dropwise lithium hydroxide monohydrate 1.83g (43.6mmol) in water(20mL). After the dropping 15min, 0 kept stirred 3h. And then cold water 150ml200ml of petroleum ether was added to the system to continue stirring 10min at 0 . Separating the aqueous phase, at 0 PH adjusted with concentrated hydrochloric acid to 1, with dichloromethane (80mlx3) and extracted. The combined organicPhase was dried over anhydrous sodium sulfate and concentrated to give compound X, a yellow solid 4.5g, 82% yield.In the E-4- mixed with X-bromo crotonic acid and a drop of DMF in DCM (3ml) was added dropwise a solution of oxalylChlorine (0.025g, 1.96mmol). After the dropwise addition, stirring was raised to room temperature for 1h. Completion of the reaction,The solvent was concentrated to afford the intermediate (E) -4- bromo-2-enoyl chloride III, without further treatment,It was used directly in the next reaction.

According to the analysis of related databases, 1117-71-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu Zepletech Biological Pharmaceutical Co., Ltd.; Wang, Kangmin; Chen, Wei; Zhao, Gang; Liu, Jifeng; Pu, Lin; (22 pag.)CN105669521; (2016); A;,
Ester – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, 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 3618-04-0, HPLC of Formula: C9H16O3

tert-Butyldimethylsilyl chloride (26.3 g, hydroxycyclohexanecarboxylate (25.0 g, 171 59-80-7) and imidazole (24.7 g, 363174 mmol) was added to a solution of ethyl 4-145 mmol, mixture of cis-/trans-isomers, Gas Nommol) in N,N-dimethylformamide (36 ml) and the mixture was stirred over night at room temperature. For work-up, water was added and the mixture was extracted with tert-butyl methyl ether (3x). The combined organic phases were washed with brine, filtrated through a silicone filter and concentrated under reduced pressure to yield ethyl 4-{[tert-butyl(dimethyl)silyl]oxy}cyclohexanecarboxylate (43.1 g, 104% yield) which was used in the next step without further purification. 1HNMR (400 MHz, DMSO-d6, mixture of isomers): 6 [ppm] = 4.10-3.99 (m, 2H), 3.93-3.86 (m, 0.7H), 3.63-3.51 (m, 0.3H), 2.39-2.28 (m, 0.8H), 2.27-2.14 (m, 0.3H), 1.91-1.21 (m, 8H), 1.20-1.13 (m, 3H), 0.89-0.79 (m, 9H), 0.08-0.00 (m, 6H).

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, trans-Ethyl 4-hydroxycyclohexanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; EIS, Knut; ACKERMANN, Jens; WAGNER, Sarah; BUCHGRABER, Philipp; SUeLZLE, Detlev; HOLTON, Simon; BENDER, Eckhard; LI, Volkhart; LIU, Ningshu; SIEGEL, Franziska; LIENAU, Philip; BAIRLEIN, Michaela; VON NUSSBAUM, Franz; HERBERT,Simon; KOPPITZ, Marcus; (734 pag.)WO2016/177658; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 369-26-6, 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. 369-26-6, name is Methyl 3-amino-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture solution of 3-amino-4-fluoro-benzoic acid methyl ester (26 g, 153.8 mmol), 3-bromo-benzaldehyde (28.5 g, 153.8 mmol) and p-toluenesulfonic acid (590 mg, 3.2 mmol) in toluene (200 mL) was heated to reflux for 12 hours. Then the reaction mixture was cooled to room temperature. The solvent was removed in vacuo and the residue was washed with ether to afford 3-[(3-bromo-benzylidene)-amino]-4-fluoro-benzoic acid methyl ester (51.7 g, quant.) as a pale-white solid: MS calcd. for C15H11BrFlNO2 337.16, obsd. (ESI+) [(M+H)+] 336.0 338.0

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-4-fluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chen, Li; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Wu, Jim Zhen; Zhou, Mingwei; US2011/257151; (2011); 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. 884497-46-5, name is Methyl 3-amino-5-fluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8FNO2

General procedure: To a solution of compound 11a (154 mg, 1.0 mmol) in anhydrous CH2Cl2 (10 mL) was added 3,5-dichlorobenzoyl chloride (209 mg, 1.0 mmol) and pyridine (241 mL 3.0 mmol) under ice bath. After stirring at room temperature for about 8 h, the solvent was removed in vacuum. The resulting residue was dissolved in NaOH (1 M) water solution (3 mL) and CH3OH (3 mL) and stirred for another 2 h. Then the solvent was removed under vacuum, and the residue was acidied to pH 2 or below with HCl (1 M) water solution. The solution was extracted with ethyl acetate twice and the combined organics were dried over anhydrous sodium sulfate and concentrated in vacuum. The resulting residue was puried by silica gel chromatography to give the desired compound as a white solid (234 mg, yield 85.0%)

The synthetic route of 884497-46-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Ding-Ding; Dou, Hui-Xia; Su, Hai-Xia; Zhang, Ming-Ming; Wang, Ting; Liu, Qiu-Feng; Cai, Hai-Yan; Ding, Hai-Peng; Yang, Zhuo; Zhu, Wei-Liang; Xu, Ye-Chun; Wang, He-Yao; Li, Ying-Xia; European Journal of Medicinal Chemistry; vol. 154; (2018); p. 44 – 59;,
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Ester – an overview | ScienceDirect Topics

Electric Literature of 27492-84-8, The chemical industry reduces the impact on the environment during synthesis 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, I believe this compound will play a more active role in future production and life.

Iodine monochloride (0.54mL, 10.5mmol)Add to methyl 4-amino-2-methoxybenzoate (1.8 g, 10 mmol)Stirring was continued for 1 hour in the methanol solution. The reaction solution is poured into water,Extracted with ethyl acetate (3×50 mL), washed with saturated brineFilter, spin dry petroleum ether / ethyl acetate (3/1)The compound 68D (2.7 g, 90percent yield) was isolated and purified.

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 4-amino-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

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;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics