反応 #1340620

反応方程式

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

収率 99.0%

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

収率 99.0%

溶媒

water

CH3CN

反応条件

後処理

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
   ろ過the resulting precipitate was filtered

実験手順

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.

出典