Cyclopropanecarbonyl chloride → HCID 89783582, compound

Participants

Reaction Steps

To a stirred mixture of 2-(3-amino-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (445a, 79 mg, 0.269 mmol) and TEA (0.18 mL, 1.34 mmol) in DCM (3 mL) was added cyclopropane carbonyl chloride (0.037 mL, 0.404 mmol). After the addition, the mixture was stirred at RT 24 h, concentrated, and purified on a silica gel column (0-10% MeOH/DCM) to give the title compound (55 mg, 56%). 1H NMR (400 MHz, DMSO-d6) δ ppm 13.47 (1H, br. s.), 10.52 (1H, br. s.), 8.05 (1H, d, J=7.6 Hz), 7.64 (1H, d, J=8.0 Hz), 7.54 (1H, t, J=7.8 Hz), 7.03 (1H, d, J=2.0 Hz), 6.93 (1H, br. s.), 3.43 (2H, td, J=6.7, 2.3 Hz), 2.89 (2H, t, J=6.8 Hz), 2.74 (3H, s), 2.21 (1H, br. s.), 0.95-1.04 (2H, m), 0.90 (2H, d, J=7.2 Hz). m/z (ESI, +ve) 362 (M+H)+.

Provenance & Evidence