反应详情

To a solution of {(S)-1-[1-(tetrahydropyran-3-yl)-1H-benzoimidazol-2-yl]ethyl}carbamic acid tertbutyl ester (720 mg, 2.08 mmol) in DCM (5 mL) was added TFA (15 mL) and the mixture was stirred at RT for 20 min. Volatiles were removed under reduced pressure and the resulting 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 dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-10% 2M NH3/MeOH in DCM). The product containing fractions were concentrated in vacuo affording (S)-1-[1-(Tetrahydropyran-3-yl)-1H-benzoimidazol-2-yl]ethylamine as an oil (305 mg, 60%). LCMS: RT 1.85 min [M−NH2]+ 229.1.

1. customVolatiles were removed under reduced pressure
2. customthe resulting residue was partitioned between DCM
3. extractionThe aqueous phase was further extracted with DCM (×2)
4. dry with materialthe combined organic layers were dried (Na2SO4)
5. concentrationconcentrated in vacuo
6. customThe resulting residue was purified by column chromatography (Si—PCC, gradient 0-10% 2M NH3/MeOH in DCM)
7. additionThe product containing fractions
8. concentrationwere concentrated in vacuo