Ethanol → Ethyl 1-(4-fluoro-1H-pyrazol-1-yl)cyclopropanecarbimidate

Reaction equation

[Na].[F:2][C:3]1[CH:4]=[N:5][N:6]([C:8]2([C:11]#[N:12])[CH2:10][CH2:9]2)[CH:7]=1.[CH2:13]([OH:15])[CH3:14]>>[F:2][C:3]1[CH:4]=[N:5][N:6]([C:8]2([C:11](=[NH:12])[O:15][CH2:13][CH3:14])[CH2:9][CH2:10]2)[CH:7]=1

Participants

Reactant 3

HCID 702Ethanol2×

HCID 5360545Sodium

HCID 898545061-(4-fluoro-1H-pyrazol-1-yl)cyclopropanecarbonitrile

Product 1

HCID 117966480Ethyl 1-(4-fluoro-1H-pyrazol-1-yl)cyclopropanecarbimidate

Conditions

Temperature: 70 °C

Procedure

Sodium metal (47 mg, 1.98 mmol) was added to anhydrous ethanol (4 mL) at room temperature. The mixture was stirred for 15 min. A solution of 1-(4-fluoro-1H-pyrazol-1-yl)cyclopropanecarbonitrile (0.1 g, 0.66 mmol) in ethanol (2 mL) was added and the reaction mixture was heated to 70° C. for 90 min. The resulting solution was used without further purification.