Ethanol → HCID 69356611, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-[(1S,2R)-1-benzyl-3-((S)-1-cyclohexylcarbamoyl-ethylamino)-2-hydroxy-propyl]-3-nitro-5-(2-oxo-pyrrolidin-1-yl)-benzamide (E62) (40 mg, 0.07 mmol, 1 equiv), 10% Pd on charcoal (50% wet, 10 mg, 12.5% w/w), NH4COOH (55 mg, 0.90 mmol, 13 equiv), EtOH (5 ml) and H2O (2.5 ml) was stirred at 50° C. for 2 h, cooled to room temperature and the catalyst was filtered off through a pad of celite. Most of the EtOH was removed in vacuo and the residue was partitioned between AcOEt and saturated aqueous NaHCO3 solution. The aqueous phase was extracted with AcOEt. The combined organic phases were dried over MgSO4 and concentrated in vacuo. The residue was triturated with Et2O to give 3-amino-N-[(1S,2R)-1-benzyl-3-((S)-1-cyclohexylcarbamoyl-ethylamino)-2-hydroxypropyl]-5-(2-oxo-pyrrolidin-1-yl)-benzamide (E63) (15 mg, 38%) as a pale yellow solid. [M+H]+=536.1 RT-=2.27 min

Provenance & Evidence