2-Chloro-4-methoxypyridine → HCID 22473542, compound

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Reaction Steps

2-Chloro-4-methoxypyridine (2.0 g, 13.9 mmol) was coupled to 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (4.75 g, 17.8 mmol) using the method in Example 47. Purification by chromatography on silica gel eluting with dichloromethane containing 20% isohexane then recrystallisation from toluene/isohexane gave 2-(2-fluoro-5-nitrophenyl)-4-methoxypyridine as a white solid: δH (400 MHz, CDCl3) 3.93 (3H, s), 6.88 (1H, dd, J 6 and 2), 7.31 (1H, t, J 10), 7.35-7.37 (1H, m), 8.24-8.29 (1H, m), 8.59 (1H, d, J 6), 8.98 (1H, dd, J 7 and 3).

Provenance & Evidence