3-Cyclopentyl-3-oxopropanenitrile → HCID 58851804, compound

Participants

Reaction Conditions

Reaction Steps

6-Hydrazinyl-3,4-dihydroquinolin-2(1H)-one (1.00 g, 4.68 mmol, available from Example A35) was dissolved in EtOH (10 mL) and 3-cyclopentyl-3-oxopropanenitrile (0.706 g, 5.15 mmol) was added. The reaction mixture was heated at 80° C. for 22 h. The reaction mixture was concentrated and the residue was suspended in EtOAc (30 mL) and treated slowly with satd. Na2CO3 (30 mL). The solution was extracted with EtOAc (3×), and the combined organics were washed H2O and dried (Na2SO4), filtered, concentrated and dried to yield 6-(5-amino-3-cyclopentyl-1H-pyrazol-1-yl)-3,4-dihydroquinolin-2(1H)-one (1.2 g, 87% yield) which was used without further purification. LC-MS (EI) m/z: 297.2 (M+H+).

Provenance & Evidence