HCID 68157546, compound → HCID 68157745, compound

Participants

Reaction Conditions

Reaction Steps

{(S)-1-[2-(Tetrahydropyran-4-ylamino)phenylcarbamoyl]ethyl}carbamic acid tertbutyl ester (1.90 g, 5.23 mmol) was dissolved in AcOH (30 mL) and heated to 70° C. for 18 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-4-yl)-1H-benzoimidazol-2-yl]ethyl}carbamic acid tertbutyl ester as a white foam (1.40 g, 77%). LCMS: RT 2.23 min [M+H-tBu]+ 290.1.

Provenance & Evidence