Sodium sulfate decahydrate → HCID 9881269, compound

Participants

Reaction Steps

A mixture of lithium aluminum hydride (9.96 g) in dry tetrahydrofuran (150 ml) was stirred at ambient temperature, under nitrogen, as 4-methoxy-2-(4-pyridinylamino)isoindole-1,3-dione hydrochloride monohydrate (17.0 g) was added in portions. The reaction mixture was stirred, under nitrogen, at ambient temperature overnight and sodium sulfate decahydrate was added in portions, with cooling. The precipitate was collected, washed with ethyl acetate, and the filtrate was evaporated. The residue was chromatographed on silica, eluting with 8-10% methanol-dichloromethane. The appropriate fractions were collected and concentrated. The residue was crystallized, then recrystallized from ethyl acetate to give 7.2 g (57%) of product, mp 144-146° C.

Provenance & Evidence