Methyl 2-[[(2,2,2-trifluoroacetyl)amino]methyl]benzoate → HCID 178497424, compound

Participants

Reaction Conditions

Reaction Steps

Following general procedure methyl 2‐((2,2,2‐trifluoroacetamido)methyl)benzoate using (65.3 mg, 0.25 mmol), B2pin2 (127 mg, 0.50 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and 1a (3.8 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at 50 °C for 20 hours before cooling and the solvents removed. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 7.3:1 meta:para borylation in 89% yield. The crude product was purified by silica gel chromatography (Pet. Ether (40‐60):EtOAc (9:1) to give the title compound (as a 7.4:1 mixture of meta:para ratio, as determined by 1 H NMR) as a white solid (85.3 mg, 0.22 mmol, 88%).

Provenance & Evidence