Acetic acid, 2-hydrazinyl-, ethyl ester → ethyl 2-(5-(5bromofuran-2-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

Participants

Reaction Conditions

Reaction Steps

A mixture of compound 44 (4 g, 14.0 mmol), ethyl 2-hydrazinylacetate (2.37 g, 15.0 mmol) and methanol (60 mL) was heated for 1.5 h. The reaction mixture was cooled to 0° C. and solvent was removed under reduced pressure. Water (100 mL) was added and the reaction mixture extracted with ethyl acetate (50 mL×3). Combined organic layer was washed with brine, dried over sodium sulphate and concentrated under reduced pressure. The crude compound was purified by column chromatography using 10% ethyl acetate in n-hexane as an eluent to afford the separated isomer 45 (1.2 g, 24%).

Provenance & Evidence