Ammonium formate → HCID 66700111, compound

Participants

Reaction Steps

[Step 3] 279 mg of the benzyl-1-acetyl-6-bromo-2-methyl-1,2,3,4-tetrahydro-1,5-naphthyridin-4-yl carbamate and 126 mg of ammonium formate were dissolved in 5 mL of ethanol followed by adding 112 mg of 10% palladium carbon and stirring for 6 hours under normal pressure in a hydrogen atmosphere at room temperature. Following completion of the reaction, the solution was filtered with celite and concentrated under reduced pressure. The resulting residue was neutralized with saturated sodium bicarbonate and extracted five times with chloroform. After washing with saturated brine and dehydrating with anhydrous sodium sulfate, the solution was concentrated under reduced pressure and the resulting residue was purified using silica gel chromatography (saturated ammonia/methanol:chloroform=1:10) to obtain 85 mg of 1-acetyl-4-amino-2-methyl-3,4-dihydro-2H-[1,5]naphthyridine in the form of a red solid (62%).

Provenance & Evidence