4-Aminopyridine → HCID 58905492, compound

Participants

Reaction Steps

To a suspension of 9-(4-fluoro benzyl)-1-methoxy 9H-4-carbazole carboxylicacid (100 mg, 0.286 mmoles) in dry chloroform (15 ml), thionyl chloride (0.063 ml, 0.86 mmoles) was added followed by 2 drops of dry DMF and the reaction mixture was sired under nitrogen atmosphere for two hours. Solvent and the excess thionyl chloride were evaporated from the reaction mixture and dried under vacuum. To this residue, dry chloroform (15 ml) was added followed by 4-aminopyridine (27 mg, 0.286 mmoles) and triethylamine (0.06 ml, 0.43 mmoles) were added and the reaction mixture was stirred under nitrogen atmosphere for 17 hours. The reaction mixture was diluted with chloroform (30 ml) and washed with water (2×10 ml). The organic layer was washed with brine (20 ml), dried over Na2SO4 and concentrated to give 45 mg of the title product as pale yellow solid, m.p: 230-232° C.

Provenance & Evidence