Ethyl bromoacetate → HCID 178452586, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl {1-[4-(2-{4-[(aminocarbonothioyl)amino]phenyl}-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate (53 mg, 0.083 mmol) in EtOH (2 mL), THF (1 mL) and CHCl3 (1 mL) was added ethyl bromoacetate (0.01 mL, 0.09 mmol). The reaction was heated at 70° C., 1.5 h. The reaction mixture was cooled to room temperature, then concentrated. Purification by column chromatography (SiO2, 50% to 100% EtOAc in hexane) gave the title compound as a yellow solid (51 mg, 91%). 1HNMR (CDCl3) 400 MHz δ: 8.16 (d, J=8.0 Hz, 1H), 8.02-8.01 (m, 1H), 7.62-7.61 (m, 2H), 7.40-7.35 (m, 2H), 7.32-7.29 (m, 1H), 7.20-7.13 (m, 3H), 7.05-7.04 (m, 2H), 6.96 (d, J=8.0 Hz, 1H), 6.80-6.78 (m, 1H), 6.60 (dd, J=8.0, 4.6 Hz, 1H), 6.36 (br s, 1H), 5.18 (br s, 1H), 3.90-3.88 (m, 2H), 2.54-2.52 (m, 4H), 2.16-2.12 (m, 1H), 1.92-1.90 (m, 1H), 1.39 (br s, 9H).

Provenance & Evidence