Potassium sodium tartarate → HCID 21265967, compound

Participants

Reaction Steps

A solution of 7.29 g of dimethyl 8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,2-a][1,4]benzodiazepine-1,2-dicarboxylate in 100 ml of tetrahydrofuran was cooled to −78° C. and20 ml of a 1M lithium aluminium hydride solution in tetrahydrofuran was added dropwise in a manner such that the temperature did not exceed −70° C. After completion of the addition the mixture was brought slowly to room temperature and stirred for 1 h. Then, it was treated dropwise with saturated sodium potassium tartrate solution and stirred well for 12 h. The insoluble material was filtered off, the filtrate was concentrated and the residue was recrystallized from isopropanol. The concentrated mother liquor was purified by chromatography on 300 g of silica gel with dichloromethane/methanol/glacial acetic acid 90:10:2 and the fractions containing the product, after removal of the solvent, were again recrystallized from isopropanol. There were thus isolated a total of 4.1 g (65%) of [8-chloro-6-(2-fluorophenyl)-2-hydroxymethyl-4H-imidazo[1,2-a]-[1,4]benzodiazepin-1-yl]-methanol of m.p. 222° C.

Provenance & Evidence