Hydrazine hydrate (1:1) → HCID 86653142, compound

Participants

Reaction Steps

To a stirred solution of 2-(6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-yl)-1H-isoindole-1,3(2H)-dione (2.79 g, 5.75 mmol) in dry THF (70 mL) was added hydrazine hydrate (1.44 g, 28.7 mmol). The reaction mixture was stirred at room temperature for 4 h, then insolubles were removed by filtration and washed with dichloromethane. The filtrates were combined and concentrated in vacuo. The residue was dissolved in dichloromethane (100 mL), washed with water (50 mL), and the organic layer was dried over MgSO4 and concentrated in vacuo to afford 6-{[({[3-(methylsulfanyl)phenyl](1-methyl-1H-tetrazol-5-yl)methylene}amino)oxy]methyl}pyridin-2-amine as a white solid [1.63 g, yield 77%; HPLC/MS: m/z=356 (M+H); logP(HCOOH)=1.42].

Provenance & Evidence