反应 #470431

反应方程式

ethyl 2-(4,4-difluoropiperidin-1-yl)benzo[d]thiazole-6-carboxylate

ethyl 2-bromo-benzo[d]thiazole-6-carboxylate

4,4-difluoropiperidine

Cs2CO3

HCl

→

49d

收率 99.0%

2-(4,4-Difluoropiperidin-1-yl)benzo[d]thiazole-6-carboxylic acid

收率 99.0%

溶剂

water

CH3CN

反应条件

后处理

1. 1
   温度was refluxed overnight
2. 2
   温度The reaction mixture was heated at 60° C. for 18 h
3. 3
   温度After cooling
4. 4
   过滤the resulting precipitate was filtered

实验过程

A mixture of ethyl 2-bromo-benzo[d]thiazole-6-carboxylate 49a (1.75 mmol, 500 mg), 4,4-difluoropiperidine 49b (1.92 mmol, 303 mg), and Cs2CO3 (5.24 mmol, 1.71 g) in 15 mL of CH3CN was refluxed overnight. The suspension was cooled to room temperature and 15 mL of water was added to the mixture (containing ethyl 2-(4,4-difluoropiperidin-1-yl)benzo[d]thiazole-6-carboxylate 49c). The reaction mixture was heated at 60° C. for 18 h. After cooling, the mixture was acidified using 3N aqueous HCl and the resulting precipitate was filtered to give 575 mg (99%) of 49d. MS m/z (M+H+) 299.1.

来源