Phosphorus oxychloride → HCID 59486210, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.0 g (2.36 mmol) 2-(ethylthio)-N-(3-fluorobenzyl)-4-hydroxy-7-(trifluoromethyl)quinoline-3-carboxamide and POCl3 (10 ml) was heated for 2 h at 130° C. After cooling to RT the mixture was adjusted to pH ˜8 with a saturated aqueous NaHCO3 solution and extracted with EE. The organic phase was washed with water and brine, dried over Na2SO4, filtered and concentrated to small volume under vacuum. Column chromatography (hexane/EE 22:3) of the residue yielded 0.5 g (1.1 mmol, 48%) 4-chloro-2-ethylsulfanyl-N-[(3-fluorophenyl)-methyl]-7-(trifluoromethyl)-quinoline-3-carboxamide. MS: m/z 443.1 [M+H]+.

Provenance & Evidence