Dichloromethane → HCID 86687577, compound

Participants

Reaction Steps

A vial was charged with 3-cyano-N-(4-methoxybenzyl)-4-(2-methoxyphenyl)-N-(thiazol-2-yl)quinoline-7-sulfonamide (23.3 mg, 0.043 mmol), DCM (0.5 mL), and TFA (0.25 mL). After 30 min, the mixture was diluted with MeOH and concentrated, and the crude product was purified by chromatography on silica gel (12-g Redi-Sep Gold column, 0-5% MeOH/DCM) to give 3-cyano-4-(2-methoxyphenyl)-N-(thiazol-2-yl)quinoline-7-sulfonamide (13.6 mg, 0.032 mmol, 75.0% yield) as a light-yellow solid. 1H NMR (400 MHz, DMSO-d6) δ=12.99 (br. s., 1H), 9.35 (s, 1H), 8.50 (d, J=1.8 Hz, 1H), 7.98 (dd, J=1.9, 8.8 Hz, 1H), 7.72 (d, J=8.9 Hz, 1H), 7.67-7.58 (m, 1H), 7.40 (dd, J=1.7, 7.5 Hz, 1H), 7.35-7.28 (m, 2H), 7.21 (dt, J=0.8, 7.5 Hz, 1H), 6.89 (d, J=4.6 Hz, 1H), 3.71 (s, 3H). m/z (ESI) 423.2 (M+H)+.

Provenance & Evidence