Acetic Acid → HCID 58269033, compound

Participants

Reaction Conditions

Reaction Steps

(1(S)-2-(6-(1-(4-Fluorophenyl)ethylamino)-2-(methylthio)pyrimidin-4-yl)malononitrile (16c, 110 mg, 0.33 mmol) was suspended in IPA (6.0 mL). Hydrazine was then added (11.0 mg, 0.34 mmol). The reaction mixture was heated at 160° C. with microwave irradiation. After 10 minutes, the reaction mixture was allowed to cool to rt. LC/MS showed the presence of product (LC/MS (M+1): 360.5). In the same pot, glacial acetic acid (130 mg) was added, followed by N,N-dimethyl acrolein (130 mg, 1.3 mmol). The reaction mixture was heated at 160° C. with microwave irradiation for 10 minutes. The mixture was then allowed to cool down to rt. All volatiles were removed at reduced pressure and the crude residue was purified on a combi-flash system (0-100% Hexane/EtOAc). Yield: 55 mg (45%) of the title compound.

Provenance & Evidence