2-Oxindole-6-carboxylic Acid Methyl Ester Used for Making Nintedanib 14192-26-8

Basic Info

Model No.: 14192-26-8

Additional Info

Packaging: AS REQUIRED

Productivity: KGS

Brand: VOLSENCHEM

Transportation: Air

Place of Origin: CHINA

Supply Ability: TRUE MANUFACTURER

Certificate: ISO

Product Description

Nintedanib intermediate,full chemical name is 2-Oxindole-6-carboxylic acid methyl ester CAS number 14192-26-8, in numerous patent reports,it is the starting material for the synthesis of nintedanib, the general process of synthesis of nintedanib As follows: Nintedanib was obtained by the steps of replacing, condensing, deprotecting and reducing of methyl 2-oxindole-6-carboxylate. However, these methods have obvious shortcomings. Some people have made improvements on the basis of these methods. However, both the patented method and the improved method of start materials are 2-Oxindole-6-carboxylic acid methyl ester,so it is the largest amount of an intermediate in the entire of Nintedanib reaction system. Due to the importance, we must pay attention to its manufacturing method. There is a very reasonable route, the general experimental process is as follows: 1. 200g 4-chloro-3-nitrobenzoic acid was suspended in methanol, 59g thionyl chloride was added within 15min, heated to reflux reaction at 70 ° C for 3 hours ,After cooling to 5 ° C, the product was isolated by centrifugation and dried at 45 ° C to get 189.2 g of the first step methyl 4-chloro-3-nitrobenzoate. 2. 107.3 g of sodium tert-pentoxide added into 128.7 g of dimethyl malonate and then added to 350 mL of hot solution(75 ° C) of N-methyl-2-pyrrolidone; 100 g of 4- Chloro-3-nitrobenzoate added into 250 mL of N-methyl-2-pyrrolidone. After stirring at about 75 ° C for 1.5 hours and cooling to 20 ° C, the mixture was acidified with 1000 mL of dilute hydrochloric acid to pH = 1 and 137.6 g of a solid was filtered off. The solid was dissolved in 880 mL of acetic acid and 10% palladium on carbon catalyst ,take hydrogenation reaction at 45 ° C, After the hydrogenation was stopped, the reaction material was heated to 115 ° C for 2 hours. The catalyst was filtered off and 1800 mL of water was added at about 50 ° C. The reaction product was re-cooled to 5 ° C and then centrifuged at Drying at 50 ° C to get 69.6 g of 2-Oxindole-6-carboxylic acid methyl ester CAS number 14192-26-8.

Thera. Category:  Anti-cancer

Cas No.:  14192-26-8

Synonym:Methyl2-oxoindoline-6-carboxylate97%;1H-Indole-6-carboxylicacid, 2,3-dihydro-2-oxo-, methyl ester;Menthyl 2-oxoindole-6-carboxylate;2-OXO-6-INDOLINECARBOXYLIC ACID METHYL ESTER

Molecular Weight: 191.19  

Molecular formula: C10H9NO3

Assay: ≥98.%

Appearance: White Crystalline solid

Packing:Export worthy packing

Material Safety Data Sheet:Available on request