1,2-Dichloroethane → HCID 86679447, compound

Participants

Reaction Steps

A mixture of 2-(tert-butoxycarbonyl(3,4-dimethoxybenzyl)amino)acetic acid (0.209 g, 0.642 mmol), (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-hydroxyethyl)pyridine 1-oxide (0.150 g, 0.357 mmol), EDC (0.205 g, 1.071 mmol), and DMAP (0.087 g, 0.714 mmol) in DCM (5 ml) was stirred at RT overnight. The reaction mixture was diluted with DCM (20 ml) and washed with HCl 1M and with NaHCO3 5%. The organic layer was dried over Na2SO4, and the solvent was removed under vacuum. The crude was purified by chromatography on silica gel column (DCM:EtOAc=70:30) affording (S)-4-(2-(2-(tert-butoxycarbonyl(3,4-dimethoxybenzyl)amino) acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (0.258 g, 0.355 mmol, 99% yield, MS/ESI+ 727.3 [MH]+).

Provenance & Evidence