Hydrochloric Acid → HCID 178520397, compound

Participants

Reaction Steps

A mixture of 13.4 g (45 mmol) of 6-(4-cyanoacetylaminophenyl)-1,2-dihydro-2-oxonicotinic acid from Example 5, 130 ml of dimethylformamide, 6.3 ml (45 mmol) of triethylamine, 9.75 g (150 mol) of sodium azide, and 8.03 g (150 mmol) of ammonium chloride is heated on the steam bath for 48 hrs. The reaction mixture is diluted with 600 ml of methanol and the resulting solution slowly acidified with 90 ml of 2 N hydrochloric acid. The precipitated solid is filtered, washed with methanol, and dried under vacuum at 60° for 24 hours to give 12.3 g of 6-[4-[(1H-tetrazol-5-ylacetyl)amino]phenyl]-1,2-dihydro-2-oxonicotinic acid.

Provenance & Evidence