4'-Chloro-3'-methylacetophenone → 1-{3-[1-(4-Chloro-3-methyl-phenyl)-ethylamino]-benzyl}-azetidine-3-carboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of INT 3 (220 mg, 0.99 mmol) and 1-(4-chloro-3-methyl-phenyl)-ethanone (202 mg, 1.20 mmol) in MeOH (10 mL) was added decaborane (85 mg, 0.70 mmol). The mixture was stirred at 60° C. overnight. More decaborane (85 mg, 0.70 mmol) was added and the mixture was stirred at 60° C. for an additional 3 hours. The mixture was concentrated. The residue was purified by chromatography on silica gel (CH2Cl2/MeOH) to afford INT 4.

Provenance & Evidence