N-methyl-2-pyrrolidone → HCID 19752324, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(2-chloroethyl)-1,2-benzisoxazole-3-carboxamide (4.40 g), 6-fluoro-3-(1-piperazinyl)benzo[b]thiophene (5.90 g), and N-methylpyrrolidinone (100 ml) was heated at 160° C. for 3.0 hr. The reaction mixture was allowed to cool, diluted with water (350 ml), basified with 25% sodium hydroxide to pH-8, and extracted with ether. The combined extracts were washed with water, brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated in vacuo. The residue was chromatographed on silica gel, using 75% ethyl acetate in hexanes as the eluant. The appropriate fractions were collected and concentrated. Ethanolic hydrogen chloride was added to the residue. Recrystallization of the precipitate from methanol/ethanol gave 2.13 g (23.6%) of product, mp 225°-228° C. dec.

Provenance & Evidence