Acetic Acid → HCID 178503313, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride (189 mg, 0.653 mmol) and ethyl 1-(4-(methylthio)-1H-pyrazol-1-yl)cyclopropanecarbimidate (157 mg, 0.697 mmol) in ethanol (1.86 mL) was added acetic acid (0.372 mL) followed by triethylamine (0.545 mL, 3.91 mmol). The reaction mixture was heated to 110° C. for 2 h. The mixture was cooled to room temperature, the solvent was removed under reduced pressure and the residue was partitioned between a saturated aqueous solution of ammonium chloride (100 mL) and dichloromethane (200 mL). The aqueous layer was extracted with dichloromethane (100 mL) and the combined organics were dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude material was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 452.2; HPLC retention time 2.11 min (Method A).

Provenance & Evidence