4-Aminopyridine → HCID 54036429, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 22-6 (770 mg, 2.78 mmol) in 10 mL of (CH2Cl)2 and 0.05 mL of DMF was added 0.26 mL (3.05 mmol) of oxalyl chloride. The resulting solution was heated at 50° C. for 30 min, cooled to 0° C. and treated with 1.20 g (13.8 mmol) of 4-aminopyridine. Stirring was continued for 2 h before the heterogeneous mixture was diluted with 50 mL of EtOAc and quenched with 25 mL of 5% Na2CO3. The organic extract was washed with sat'd NH4Cl (3×50 mL), water (2×25 mL), brine (25 mL) and dried over MgSO4. Evaporation of the solvent and column chromatography (EtOAc) afforded product 22-7.

Provenance & Evidence