Phenyl chloroformate → 2-(7-Chloro-1,8-naphthyridin-2-yl)-3-phenoxycarbonyloxy-1-isoindolinone

Participants

Reaction Conditions

Reaction Steps

Phenyl chloroformate (126 g.) is added to a suspension of 2-(7-chloro-1,8-naphthyridin-2-yl)-3-hydroxyisoindolin-1-one (86.5 g.) in pyridine (980 cc.), whilst keeping the temperature at about 25° C. The reaction mixture is stirred for 3 hours at a temperature of about 20° C., after which it is poured into ice-water (9,000 cc.). The product which crystallises is filtered off, washed with water (6 × 500 cc.) and then with acetonitrile (3 × 200 cc.). After drying, 2-(7-chloro-1,8-naphthyridin-2-yl)-3-phenoxycarbonyloxy-isoindolin-1-one (96.7 g.), melting at 235° C. with decomposition, is obtained.

Provenance & Evidence