反应详情

温度

70 °C

{(S)-1-[2-(Tetrahydropyran-3-ylamino)phenylcarbamoyl]ethyl}carbamic acid tertbutyl ester (0.95 g, 2.61 mmol) was dissolved in AcOH (20 mL) and heated to 70° C. for 38 h. Volatiles were then removed in vacuo and the residue was partitioned between DCM and a saturated solution of NaHCO3. The aqueous phase was further extracted with DCM (×2) and the combined organic layers were then washed with brine, dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-4% 2M NH3/MeOH in DCM) affording {(S)-1-[1-(Tetrahydropyran-3-yl)-1H-benzoimidazol-2-yl]ethyl}carbamic acid tertbutyl ester as a light brown solid (0.73 g, 81%). LCMS: RT 2.35 min [M+H-tBu]+ 290.0.

1. customVolatiles were then removed in vacuo
2. customthe residue was partitioned between DCM
3. extractionThe aqueous phase was further extracted with DCM (×2)
4. washthe combined organic layers were then washed with brine
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated in vacuo
7. customThe resulting residue was purified by column chromatography (Si—PCC, gradient 0-4% 2M NH3/MeOH in DCM)