2-Methyl-3-butyn-2-ol → HCID 54166101, compound

Participants

Reaction Steps

3.65 g (10 mmol) of (S)-11,12,13,13a-tetrahydro-1-iodo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one was heated to boiling under reflux for 1.5 hours with 1.26 g (15 mmol) of 2-methyl-3-butyn-2-ol, 70 mg of bis-(triphenylphosphine)-palladium(II) dichloride and 20 mg of copper(I) iodide in 30 ml of diethylamine. The reaction mixture was evaporated and the residue was chromatographed on silica gel while eluting with ethyl acetate. By recrystallization of the crude product from methanol and water there was obtained (S)-11,12,13,13a-tetrahydro-1-(3-hydroxy-3-methyl-1-butynyl)-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepin-9-one of melting point 128°.

Provenance & Evidence