tert-Butoxy bis(dimethylamino)methane → HCID 135454941, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-[5-(4-benzylamino-cyclohexyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-2-(2,3-difluoro-phenyl)-ethanone (150 mg, 0.27 mmol. Preparation: see below) and t-butoxybis(dimethylamino)methane (0.27 ml, 1.0 mmol, Brederck's reagent) in THF (5 ml) was heated at 60° C. for 2 h. The reaction mixture was concentrated and dried under high vacuum for 0.5 h. The residue was dissolved in Ethanol (10 ml), refluxed with hydroxylamine hydrogen chloride (94 mg, 1.35 mmol) and sodium acetate (1.62 mmol) for 2.5 h. The mixture was concentrated and suspended in satd. NaHCO3 and filtered. The solid was further purified by chromatography to give 50 mg of the desired product in 38.4% yield.

Provenance & Evidence