Ammonia → 7-(2-methoxyethoxy)-2-(4-methoxyphenyl)-5H-pyrido[3,2-b]indole-4-carboxamide

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Reaction Conditions

Reaction Steps

A suspension of methyl 7-(2-methoxyethoxy)-2-(4-methoxyphenyl)-5H-pyrido[3,2-b]indole-4-carboxylate (28 mg, 0.069 mmol) in 7 N ammonia in MeOH (3mL) in a sealed microwave vial was heated at 60° C. for 22 hr. The solvent was removed and the residue was purified by radial chromatography (step gradient elution with DCM containing 2 to 4% MeOH) to give 7-(2-methoxyethoxy)-2-(4-methoxyphenyl)-5H-pyrido[3,2-b]indole-4-carboxamide (20 mg). MS (ESI) m/z 392.1 (M+H). 1H NMR (MeOD) δ ppm 8.26 (1H, d, J=8.55 Hz), 8.07 (1H, s), 8.01-8.06 (2H, m), 7.16 (1H, d, J=2.14 Hz), 7.06-7.11 (2H, m), 6.94 (1H, d, J=8.55 Hz), 4.21-4.29(2H, m), 3.89(3H, s), 3.83 (2H, dd), 3.45-3.51 (3H, s).

Provenance & Evidence