Ethanol → HCID 178477829, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 1.04 g of 2-chloro-5-nitropyridin-4-amine (example E6) in 100 ml ethanol was treated with 50 mg Pd/C (10% Pd) and hydrogenated for 12 h under atmospheric pressure. The reaction mixture was filtered through a plug of CELITE® (diatomaceous earth) and the filtrate was concentrated under vacuum. The resulting oil was treated with 4 ml diethoxymethyl acetate and stirred for 2 h at room temperature and for one hour at 90° C. The reaction mixture was allowed to cool down to room temperature, 20 ml di-chloromethane were added and the organic layer was extracted with water (4×20 ml). The combined aqueous layers were concentrated to a volume of 10 ml and purified by preparative HPLC to yield the title compound.

Provenance & Evidence