2-Fluoro-5-nitrophenylboronic acid, pinacol ester → 3-(2-Fluoro-5-nitrophenyl)isonicotinonitrile

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Reaction Steps

3-Bromoisonicotinonitrile (2.0 g, 10.9 mmol) was coupled to 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (3.8 g, 14.2 mmol) using the method in Example 51. Purification by chromatography on silica gel eluting with dichloromethane containing 10% isohexane gave 3-(2-fluoro-5-nitrophenyl)isonicotinonitrile as a white solid: δH (400 MHz, CDCl3) 7.46 (1H, t, J 9), 7.71 (1H, dd, J 5 and 1), 8.38-8.46 (2H, m), 8.87 (1H, s), 8.91 (1H, d, J 5).

Provenance & Evidence