反应详情

To a solution of 6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine-8-carbohydrazide (intermediate 57, 0.040 g, 0.0771 mmol) and triethylamine (0.038 mL) in THF (0.65 mL) at rt was added acetyl chloride (8.5 mg, 0.108 mmol), and the reaction was stirred at rt overnight. The volatiles were removed and the residue was chromatographed on a SiO2 column to provide acetyl product, which was mixed with POCl3 (60 mg, 0.4 mmol) and acetonitrile (0.14 mL), and was stirred at 80° C. for 3 h. The volatiles were removed, and the residue was purified by SiO2 column chromatography to provide the title compound. LC/MS: m/e 544.1 (M+H)+. 1H NMR (500 MHz, CDCl3): δ 8.21 (1H, d, J=1.9 Hz), 8.02 (1H, dd, J=8.5, 2.1 Hz), 7.63 (1H, d, J=7.5 Hz), 7.15 (1H, d, J=7.6 Hz), 7.13 (1H, d, J=8.7 Hz), 7.04 (1H, br s), 6.96 (2H, J=8.5 Hz), 6.90 (1H, d, J=8.6 Hz), 4.65-4.95 (2H, br), 2.67 (3H, s), 1.26 (9H, s).

1. customThe volatiles were removed
2. customthe residue was chromatographed on a SiO2 column
3. customto provide acetyl product, which
4. stirringwas stirred at 80° C. for 3 h
5. customThe volatiles were removed
6. customthe residue was purified by SiO2 column chromatography