HCID 86687575, compound → HCID 86687574, compound

Participants

Reaction Steps

A vial was charged with 3-bromo-N-(4-methoxybenzyl)-4-(2-methoxyphenyl)-N-(thiazol-2-yl)quinoline-7-sulfonamide (64.6 mg, 0.108 mmol), dicyanozinc (63.6 mg, 0.541 mmol), a spatula tip of zinc dust, and palladium compound with tributylplatinum (1:2) (18.18 mg, 0.022 mmol). The vial was flushed with Ar (g), then DMAC (1 mL) was added. The vial was sealed and placed in a 100° C. heating bath for 4 h. The mixture was cooled to room temperature, and then diluted with water and EtOAc. The layers were separated, and the aq. layer was extracted with EtOAc (2×). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (12-g Redi-Sep Gold column, 20-70% EtOAc/Heptane) to give 3-cyano-N-(4-methoxybenzyl)-4-(2-methoxyphenyl)-N-(thiazol-2-yl)quinoline-7-sulfonamide an off-white solid. m/z (ESI) 543.0 (M+H)+.

Provenance & Evidence