Methanol → 4-Mercapto-N-[2-({5-[(2S)-1-methylpyrrolidin-2-yl]pyridin-3-yl}oxy)ethyl]butanamide

Participants

Reaction Conditions

Reaction Steps

A solution of 2-({5-[(2S)-1-methylpyrrolidin-2-yl]pyridin-3-yl}oxy)ethanamine (preparation 12) (1100 mg, 4.971 mmol), in water (10 ml), was treated with γ-thiobutyrolactone (861 ul, 9.94 mmol) and the reaction mixture was heated to 60° C. overnight. It was then evaporated in vacuo to leave a colourless gum, which was pre-adsorbed onto silica from MeOH. This was then chromatographed on a 40 g ISCO column, eluting with EtOAc to EtOAc:MeOH:NH3 80:20:1. The appropriate fractions were evaporated in vacuo to give the title compound as a colourless gum, 690 mg. Yield=43%.

Provenance & Evidence