Acetic Acid → HCID 13282023, compound

Participants

Reaction Conditions

Reaction Steps

A quantity of 1.1 gm of ethyl chloroformate was added dropwise at 0° C. at a suspension of 1.57 gm (10 mmol) of 1-methyl-4-piperidinyl)acetic acid in 20 ml of tetrahydrofuran. Then, 2.16 gm (10 mmol) of 4,9-dihydro-10H-thieno-[3,4-b][1,5]benzodiazepin-10-one were added to the resulting suspension, which was then stirred for one hour at 0° C. and for a further four hours at ambient temperature. The suspension was then poured onto 160 ml of 2 N sodium hydroxide solution and extracted with toluene, and the organic phase was concentrated to dryness. After purification by column chromatography [silica gel; dioxane/methanol (1:1)], 4,9-dihydro-4-[(1-methyl-4-piperidinyl)-acetyl]-10H-thieno[3,4-b][1,5]benzodiazepin-10-one was obtained, m.p.: 184°-185° C. (ethyl acetate).

Provenance & Evidence