Reacción #1340620

Ecuación de reacción

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

Rendimiento 99.0%

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

Rendimiento 99.0%

Disolventes

water

CH3CN

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed overnight
2. 2
   TemperaturaThe reaction mixture was heated at 60° C. for 18 h
3. 3
   TemperaturaAfter cooling
4. 4
   Filtraciónthe resulting precipitate was filtered

Procedimiento

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.

Fuente