Diisopropyl Ether → HCID 13983412, compound

Participants

Reaction Steps

Acryloyl chloride (42 g) is added with stirring in the course of 30 minutes to a solution of 2-amino-7-chloro-1,8-naphthyridine (54 g) and triethylamine (115 g) in methylene chloride (1875 cc). The solution obtained is heated for 1 hour under reflux and then poured into isopropyl ether (5000 cc). The precipitate obtained is filtered off, washed with isopropyl ether (3×200 cc) and then water (3×200 cc) at 40° C. and dried in the air. The crude product obtained is purified by flash chromatography (under 50 kPa) on a column 60 mm in diameter containing silica (500 g; 0.04-0.06 mm), eluting with a mixture (99:1 by volume) of methylene chloride and methanol and collecting 100-cc fractions. After concentration of fractions 5 to 10 to dryness at 40° C. under reduced pressure (4 kPa), N-(7-chloro-1,8-naphthyridin-2-yl)acrylamide (5.85 g), m.p. 200° C., is obtained.

Provenance & Evidence