4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile synthesis

Yield:920966-02-5 73.4%

Reaction Conditions:

with triethylamine;trifluoroacetic anhydride in dichloromethane at 20; for 6 h;

Steps:

11.2 Step 2 Preparation of 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile 11c
The compound 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxamide 11b (300 mg, 1.54 mmol) was added to the reaction flask, triethylamine (6 mL) and dichloromethane (6 mL) were added dropwise trifluoroacetic anhydride (3 mL) at room temperature and the mixture was stirred at room temperature for 6 hr. The reaction was completed by TLC. The system was poured into ice water and extracted three times with dichloromethane. The organic phase was washed with water, washed with saturated brine and dried over anhydrous sodium sulfate. After purification by column cryoconcentration (v / v, dichloromethane / methanol = 100: 1-50: 1) to give the title compound 11c (200mg, 1.13mmol), in a yield of 73.4%

References:

Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.;Zhejiang Huahai Pharmaceutical Co., Ltd.;Xu Xin;Zhang Tian;Li Yunfei;Wang Guan;Zhu Weibo;Li Qiang;Qu Minkai;Zhang Linli;Song Jinqian;Liu Lei;Chen Haiji;Liu Qiang;Wang Yijin;Ge Jian CN109535164, 2019, A Location in patent:Paragraph 0335; 0338; 0341; 0342

FullText