Sodium hydride → HCID 19867668, compound

Participants

Reaction Steps

The procedure is as in Example 22, but starting with N-(3-hydroxypropyl)-2-piperidone (7 g) in anhydrous tetrahydrofuran (150 cc), an oily suspension (50% by weight; 2.15 g) of sodium hydride and 3-chloro-2-(7-chloro-1,8-naphthyridin-2-yl)-1-isoindolinone (10 g). The product obtained is purified by chromatography on silica (0.063-0.2 mm; 240 g) contained in a column 5 cm in diameter, collecting 50-cc fractions. Fractions 23 to 27, eluted with a mixture of methylene chloride and methanol (95:5 by volume), are concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. The residue obtained is crystallized by stirring in acetonitrile and then recrystallized in carbon tetrachloride. 2-(7-Chloro-1,8-naphthyridin-2-yl)-3-[3-(2-oxopiperidino)propoxy]-1-isoindolinone (2 g), m.p. 140° C., is thereby obtained.

Provenance & Evidence