Ammonia → 7-methoxy-2-(4-methoxyphenyl)-5H-pyrimido[5,4-b]indole-4-carboxamide

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Reaction Conditions

Reaction Steps

A suspension of methyl 7-methoxy-2-(4-methoxyphenyl)-5H-pyrimido[5,4-b]indole-4-carboxylate (97 mg, 0.27 mmol) in a 7 N solution of ammonia in MeOH (10 mL) in a sealed microwave vial was heated at 80° C. overnight. The solvent was removed and the residue was suspended in EtOAc. Filtration gave 7-methoxy-2-(4-methoxyphenyl)-5H-pyrimido[5,4-b]indole-4-carboxamide (58 mg) as a yellow solid. MS (ESI) m/z 349.0 (M+H). 1H NMR (DMSO-d6) δ ppm 11.68 (1H, br. s.), 8.59-8.73 (3H, m), 8.20 (1H, d, J=8.85 Hz), 8.05 (1H, s), 7.29 (1H, d, J=2.14 Hz), 7.08 (2H, d, J=8.85 Hz), 6.96 (1H, dd, J=8.70, 2.29 Hz), 3.90 (3H, s), 3.87 (3H, s).

Provenance & Evidence