Реакция #160788

Уравнение реакции

tert-butyl (1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexylcarbamate

2-bromothiazole-4-carboxylic acid

HOAT

EDC

→

tert-butyl (1S,3R,5S)-3-(3-(2-bromothiazole-4-carboxamido)pyridin-4-yl)-5-methylcyclohexylcarbamate

Растворители

EtOAc

DMF

Условия реакции

Обработка

1. 1
   Промывкаwas washed with H2O (4×), NaCl(sat.)
2. 2
   Сушкаwas dried over MgSO4
3. 3
   Фильтрацияwas filtered
4. 4
   Другоеthe volatiles were removed in vacuo

Методика

A solution containing 1 eq each of tert-butyl (1S,3R,5S)-3-(3-aminopyridin-4-yl)-5-methylcyclohexylcarbamate, 2-bromothiazole-4-carboxylic acid, HOAT and EDC in DMF, at a concentration of 0.3 M, was stirred for 17 hours. The solution was diluted with EtOAc and was washed with H2O (4×), NaCl(sat.), was dried over MgSO4, was filtered and the volatiles were removed in vacuo yielding tert-butyl (1S,3R,5S)-3-(3-(2-bromothiazole-4-carboxamido)pyridin-4-yl)-5-methylcyclohexylcarbamate, LCMS (m/z): 495.1/497.1 (MH+); LC Rt=3.17 min.

Источник