Hydrochloric Acid → HCID 66901786, compound

Participants

Reaction Steps

A mixture of 6-[(4-tert-butylphenyl)sulfonyl]-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepine-8-carbohydrazide (intermediate 57, 0.023 g, 0.0443 mmol), triethylorthoformate (0.25 mL), and p-toluenesulfonic acid (5 mg) was stirred at rt for 2 h. Aqueous 1N HCl was added and stirring continued for 45 min. The reaction was quenched with saturated aqueous NaHCO3, and the product was extracted with EtOAc. The combined extracts were washed with brine, dried (MgSO4) and concentrated. The residue was purified by SiO2 column chromatography to afford the title compound. LC/MS: m/e 530.1 (M+H)+. 1H NMR (500 MHz, CDCl3): δ 8.5 (1H, s), 8.28 (1H, d, J=2.1 Hz), 8.06 (1H, dd, J=8.7, 2.0 Hz), 7.64 (1H, d, J=7.6 Hz), 7.16 (1H, d, J=7.5 Hz), 7.13 (2H, d, J=8.5 Hz), 7.04 (1H, s), 6.95 (2H, d, J=8.4 Hz), 6.91 (1H, d, J=8.5 Hz), 4.70-4.59 (2H, br), 1.26 (9H, s).

Provenance & Evidence