2-Aminopyridine → HCID 44594742, compound

Participants

Reaction Conditions

Reaction Steps

0.406 g (4.31 mmol) of pyridin-2-amine and 1.00 g (5.17 mmol) of ethyl 3-(4-pyridinyl)-3-oxopropionate were added to 3 g of polyphosphoric acid (84% min.). The reaction mixture was heated at 140° C. for 12 hours. After cooling, water was added and the mixture was neutralized with an aqueous solution of sodium hydroxide (30%) and extracted with chloroform. The extracts were washed with a saturated aqueous solution of sodium chloride, dried and evaporated. The residue obtained was purified by chromatography on silica gel eluting with a mixture of dichloromethane/methanol/aqueous ammonia solution (29%) in the proportions 99/1/0.1 to 85/15/1.5 to give 0.154 g (16%) of the desired compound which was transformed into the oxalate salt in the usual manner to give the pure product as a solid.

Provenance & Evidence