반응 #470431

반응 방정식

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

수율 99.0%

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

수율 99.0%

용매

water

CH3CN

반응 조건

후처리

1. 1
   온도was refluxed overnight
2. 2
   온도The reaction mixture was heated at 60° C. for 18 h
3. 3
   온도After cooling
4. 4
   여과the resulting precipitate was filtered

실험 절차

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.

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