反应详情

To a solution of tert-butyl(cis-3-hydroxycyclobutyl)carbamate (Intermediate 71) (0.502 g, 2.68 mmol), triphenylphosphine (Sigma-Aldrich, 0.932 ml, 4.02 mmol), 1-cyclopropyl-1H-imidazo[4,5-b]pyridin-2(3H)-one (0.47 g, 2.68 mmol) in THF (10.73 ml) cooled to 0° C. was added diisopropyl azodicarboxylate (Sigma-Aldrich, 0.791 ml, 4.02 mmol) dropwise. The ice bath was removed after 1 h of stirring to allow the mixture to warm to room temperature. After an additional 3 h stirring, the reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 solution. The organic layer was directly loaded onto a Biotage samplet. Purification (0-100% EtOAc/hexane) produced the title compound that solidified upon drying, which was advanced to next step directly without further purification. M+1: 345.0.

1. customThe ice bath was removed after 1 h
2. stirringAfter an additional 3 h stirring
3. additionthe reaction mixture was diluted with EtOAc
4. washwashed with saturated NaHCO3 solution
5. customPurification (0-100% EtOAc/hexane)