Benzyl mercaptan → HCID 86687580, compound

Participants

Reaction Conditions

Reaction Steps

To a flask charged with 7-bromo-4-chloro-6-methylquinoline (0.240 g, 0.936 mmol) was added Xantphos (0.108 g, 0.187 mmol), Pd2(dba)3 (0.086 g, 0.094 mmol), dioxane (3.74 ml), DIEA (0.327 ml, 1.871 mmol) and benzyl mercaptan (0.111 ml, 0.936 mmol). The vessel was heated at 110° C. for 2 hr affording conversion to desired product. The mixture was cooled to room temperature, filtered through Celite and dried under reduced pressure and purified with a 25 g Interchim column ramping EtOAc in heptane (0-50%, 10% DCM throughout) affording product as a yellow solid with minor impurities, 7-(benzylthio)-4-chloro-6-methylquinoline (0.287 g, 0.957 mmol, 102% yield). m/z (ESI) 300.0 (M+H)+.

Provenance & Evidence