Acetic Acid → HCID 68663763, compound

Participants

Reaction Steps

A solution of methyl 2-aminoisonicotinate (1.52 g, 10.00 mmol), 3-(trifluoromethyl)benzaldehyde (2.09 g, 12.00 mmol) and acetic acid (0.572 mL, 10.00 mmol) in tetrahydrofuran (30 mL) was stirred at room temperature for 30 min. To this reaction mixture was added sodium triacetoxyhydroborate (4.46 g, 20.00 mmol), and the resulting mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=20/1-9/1) to give the title compound (1.06 g, yield 34%) as a colorless oil.

Provenance & Evidence