1,2-Dichloroethane → HCID 86681611, compound

Participants

Reaction Steps

To a mixture of 2-(5-(benzyloxy)-1H-indol-1-yl)acetic acid (164 mg, 0.583 mmol) in DCM (20 ml), (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide (245 mg, 0.583 mmol), EDC (335 mg, 1.749 mmol) and DMAP (35.6 mg, 0.291 mmol) were added, and the reaction was stirred at room temperature for 5 hours. The organic solution was washed with NaHCO3 sat. sol. and 1N HCl, dried over Na2SO4, filtered and evaporated. The crude was purified by flash chromatography on silica gel (DCM/MeOH from 99.5:0.5 to 98.5:1.5) affording (S)-4-(2-(2-(5-(benzyloxy)-1H-indol-1-yl)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (319 mg, 0.467 mmol, 80% yield). MS/ESI+ 683.0 [MH]+.

Provenance & Evidence