HCID 69087722, compound → HCID 69087674, compound

Participants

Reaction Conditions

Reaction Steps

Atmosphere of tert-butyl[1-(4-{2-[4-(benzyloxy)phenyl]-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl}phenyl)cyclobutyl]carbamate (430 mg, 0.650 mmol) and 10% Pd—C(dry) (43 mg) in THF (7 mL) and MeOH (7 mL) was exchanged to H2 and stirred at 50° C. for 24 hours. The mixture was diluted with CH2Cl2+MeOH and filtrated through Celite pad. The filtrate was concentrated and the reaction was repeated again. Atmosphere of the residue and 10% Pd—C(dry) (43 mg) in THF (21 mL) and MeOH (21 mL) was exchanged to H2 and stirred at 50° C. for 25 hours. The mixture was diluted with CH2Cl2 and filtrated through Celite pad. The filtrate was concentrated and the residue was purified by column chromatography (CH2Cl2/MeOH=5:1) to afford the desired product (362 mg, 97%) as a pale brown solid. 1HNMR (DMSO-d6) 400 MHz δ: 9.42 (s, 1H), 8.51 (s, 1H), 8.04 (d, J=3.4 Hz, 1H), 7.93 (dd, J=7.4, 1.4 Hz, 1H), 7.36-7.26 (m, 5H), 7.14-7.08 (m, 3H), 6.88-6.81 (m, 2H), 6.64 (d, J=8.6 Hz, 2H), 2.42-2.33 (m, 4H), 2.02-1.97 (m, 1H), 1.81-1.74 (m, 1H), 1.34 (br s, 5H), 1.17 (br s, 4H). LCMS: 572 [M+H].

Provenance & Evidence