HCID 86663505, compound → HCID 56835967, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(2-(3-(3-benzyl-1-(2,2,2-trifluoroacetyl)azetidin-3-yl)phenoxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide (60.7 mg, 0.116 mmol) in dry tetrahydrofuran (2 ml) was added a 2M solution of borane dimethyl sulfide complex (0.290 ml, 0.581 mmol) and stirred at 60° C. for 3 h. Quenched by the dropwise addition of water and refluxed for an other 2 h, the solution was saponified with NaOH (2N) and extracted three times with dichloromethane, dried over MgSO4, filtered, evaporated and purified by flash silica gel chromatography on 4 g SiO2-cartridge using 5% MeOH in dichloromethane to afford 18.4 mg of a white solid.

Provenance & Evidence