N-(4-hydroxybutyl)acetamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The procedure is as in Example 7, but starting with 4-acetylaminobutanol (6 g) in anhydrous tetrahydrofuran (250 cc), an oily suspension (50% by weight; 2.3 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 neutral alumina (40 g) contained in a column 1.5 cm in diameter, and eluting with methylene chloride and collecting 10-cc fractions. Fractions 3 to 50 are combined and concentrated to dryness under reduced pressure (2.7 kPa) at 40° C., and the residue obtained is crystallized by stirring into 2-propanol. 3-(4-Acetylaminobutoxy)-2-(7-chloro-1,8-naphthyridin-2-yl)-1-isoindolinone (0.8 g), m.p. 120° C., is thereby obtained. The product obtained is purified by chromatography on neutral alumina (40 g) eluting with methylene chloride collecting 10-cc fractions concentrated to dryness under reduced pressure (2.7 kPa) at 40° C. the residue obtained is crystallized