3-Amino-4,4,4-trifluorobut-2-enenitrile → HCID 178437993, compound

Participants

Reaction Steps

A suspension of 300 mg (1.25 mmol) (2E)-2-[(3-ethyl-1H-indazol-5-yl)methylidene]-3-oxobutanenitrile (Example 11A) and 853 mg (6.27 mmol) 3-amino-4,4,4-trifluorobut-2-enenitrile [preparation: A. W. Lutz, U.S. Pat. No. 3,635,977; C. G. Krespan, J. Org. Chem. 34, 42 (1969)] in ethanol/2-propanol (8:1 v/v, 1.0 ml) was stirred at reflux temperature for 24 h. After cooling, the reaction mixture was concentrated under reduced pressure, and the residue was purified by preparative RP-HPLC (acetonitrile/water+0.1% TFA gradient) to yield 59 mg (13% of th.) of the racemic title compound.

Provenance & Evidence