Acetic Acid → HCID 178423611, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride (220 mg, 0.60 mmol) in ethanol (2 mL) was added triethylamine (250 μL, 1.8 mmol), a solution of ethyl 1-(p-tolyl)cyclopropanecarbimidate hydrochloride (140 mg, 0.58 mmol) in ethanol (1 mL), and acetic acid (0.5 mL, 8.70 mmol). The reaction mixture was heated in a microwave for 45 min at 130° C. The solvent was removed under reduced pressure. Ethyl acetate (10 mL) was added to the residue and the solution was washed with aqueous sodium hydroxide (1N, 5 mL). The aqueous layer was extracted with ethyl acetate (10 mL×3). The combined organics were washed with brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 430.2; HPLC retention time 2.51 min (Method A).

Provenance & Evidence