Hydrazine hydrate (1:1) → HCID 86650763, compound

Participants

Reaction Steps

To a solution of 2-{6-[({[(3,6-dimethylpyrazin-2-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione (4.08 g, 8.80 mmol) in tetrahydrofuran (60 mL) was added dropwise hydrazine hydrate (2.14 mL, 44.0 mmol). After stirring at room temperature for 6 h, the reaction mixture was filtered, the insolubles washed with ethyl acetate, and the combined filtrates concentrated in vacuo, diluted in ethyl acetate (100 mL), washed with water (70 mL), dried over MgSO4 and concentrated to dryness in vacuo. Purification on silica gel afforded 6-[({[(3,6-dimethylpyrazin-2-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-amine [1.97 g, yield 64%; HPLC/MS: m/z=334 (M+H); log P(HCOOH)=1.31].

Provenance & Evidence