Acetic Acid → HCID 178509256, compound

Participants

Reaction Conditions

Reaction Steps

In a 150 mL sealed tube, added 2-(2-chloropyridin-3-yl)-3-oxopropanenitrile (2.5 g, 14 mmol), water (2.0 mL, 14 mmol), acetic acid (14 mL, 14 mmol), ethanol (28 mL, 14 mmol), 1,4-dioxane (14 mL), and anhydrous hydrazine (0.40 ml, 14 mmol). The mixture was stirred at 70° C. for 20 minutes. The reaction was cooled to RT and concentrated. The concentrate was extracted into EtOAc, washed 1×NaHCO3, 1×H2O, dried over Mg2SO4, filtered through fritted funnel and concentrated. The crude was purified using reverse phase chromatography. The product was extracted into CH2Cl2, washed 1×NaHCO3 1×H2O, dried with Na2SO4, filtered through fritted funnel, concentrated to yield 4-(2-chloropyridin-3-yl)-1H-pyrazol-3-amine as tan solid. MS m/z=195 [M+1]+. Calc'd for C8H7ClN4: 194.62.

Provenance & Evidence