Ammonia → HCID 58256335, compound

Participants

Reaction Steps

N-[4-((S)-3-amino-4-hydroxy-butyl)-phenyl]-4-chloro-N-methyl-benzamide [4-((S)-3-amino-4-hydroxy-butyl)-phenyl]-amide (95 mg) was dissolved in methanol (3 ml) at room temperature before addition of sodium acetate (69.9 mg) and a solution of cyanogen bromide (39.1 mg) in methanol (1 ml) dropwise. The reaction mixture was stirred at room temperature for 36 hours, then aqueous ammonia 25% was added (214.5 μl) and stirring was continued for an another hour. The solvent was evaporated in vacuo and the residue purified by preparative HPLC to give N-{4-[2-((S)-2-amino-4,5-dihydro-oxazol-4-yl)-ethyl]-phenyl}-4-chloro-N-methyl-benzamide (10 mg) as a light yellow foam. Description. MS (ISP): 316.2 ([M+H]+).

Provenance & Evidence