3-Amino-4,4,4-trifluorobut-2-enenitrile → HCID 178434237, compound

Participants

Reaction Steps

A mixture of 50 mg (0.31 mmol) 3-methyl-1H-indazole-5-carbaldehyde (Example 1A), 106 mg (0.78 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)] and a trace amount of powdered 4 Å molecular sieve in acetic acid (0.30 ml) was heated to reflux temperature for 2 h. After cooling, the reaction mixture was diluted with methanol/dichloromethane and filtered. The filtrate was evaporated, and the residue was purified by preparative RP-HPLC (acetonitrile/water+0.1% TFA gradient) to give 19 mg (15% of th.) of the title compound.

Provenance & Evidence