Hydrochloric Acid → HCID 13770878, compound

Participants

Reaction Steps

A mixture of 2-(chloromethyl)-5-[(phenylmethyl)oxy]-4-oxo-1,4-dihydropyridine hydrochloride (3.59 g, 12.54 mmole), sodium azide (4.08 g, 62.7 mmole) and diisopropylethylamine (2.19 ml, 12.54 mmole) in 70 ml of dimethylformamide was stirred at room temperature under argon for 3.5 days. An additional 4.08 g of sodium azide was added, and the mixture was heated at 45°-50° C. for 2 hours. After cooling, the reaction was poured into 500 ml of water, producing an insoluble white solid. The pH of the supernatant liquid was lowered from 8.5 to 7.5 with dilute hydrochloric acid, and the white solid was filtered. After washing with water, acetone, and hexane, the solid was dried in vacuo. The yield of the title compound was 2.81 g.

Provenance & Evidence