Dimethylformamide → HCID 67503664, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl {1-[4-(2-bromo-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate (50 mg, 0.09 mmol), Pd(PPh3)4(20 mg, 0.02 mmol), and zinc cyanide (33 mg, 0.27 mmol) in DMF (0.9 mL) was heated at 160° C. for 2 hour. After cooling to room temperature, the mixture was purified by HPLC to give the titled compound as a white solid (4 mg, 8%). 1HNMR (CD3OD) 400 MHz δ: 8.45 (s, 1H), 8.18 (dd, J=4.9, 1.4 Hz, 1H), 7.92 (dd, J=7.4, 1.1 Hz, 1H), 7.61 (d, J=8.6 Hz, 2H), 7.47 (d, J=8.6 Hz, 2H), 7.43 (t, J=7.4 Hz, 1H), 7.20 (d, J=8.0 Hz, 1H), 7.16 (t, J=8.0 Hz, 1H), 7.08 (dd, J=8.0, 1.7 Hz, 1H), 6.78 (dd, J=8.0, 4.6 Hz, 1H), 2.83-2.75 (m, 2H), 2.63-2.56 (m, 2H), 2.30-2.20 (m, 1H), 2.04-1.94 (m, 1H); LCMS: 405 [M+H].

Provenance & Evidence