Ammonia → 6-Ethyl-5,6,7,8-tetrahydro-3-nitro-1,6-naphthyridine

Participants

Reaction Steps

1-Ethyl-4-piperidone (500 mg, 3.93 mmol) was mixed with 1-methyl-3,5-dinitro-2-pyridone (392 mg, 1.97 mmol) in 1M methanolic ammonia (40 mL,40 mmol) and heated at reflux for 3 h. The solvent was evaporated off and the residue was suspended in CHCl3 and flash chromatographed over silica gel (32 g)eluting with EtOAc to afford an orange solid (379 mg, 93% yield).

Provenance & Evidence