N-(4-bromo-2-fluorophenyl)-4-fluorobenzamide synthesis

Yield:-

Reaction Conditions:

with copper(l) iodideStille Coupling;

Steps:

705 N1-{2-Fluoro-4-[6-(1H-4-pyrazolyl)imidazo[1,2-a]pyridin-3-yl]phenyl}-4-fluorobenzamide hydrochloride

13 mg of the title compound was obtained as colorless crystals in the same manner as in Example 700 from 143 mg of the compound in Production Example 293 and 62 mg N1-(4-bromo-2-fluorophenyl)-4-fluorobenzamide synthesized from 4-fluorobenzoyl chloride and 4-bromo-2-fluoroaniline. The Stille reaction in this process was carried out in the presence of 3 mg copper (I) iodide.1H-NMR (DMSO-d6) δ: 7.38-7.46 (m, 2H), 7.67 (dd, J=8.4, 1.6Hz, 1H), 7.82 (dd, J=10.8, 1.6Hz, 1H), 7.95(dd, KJ=8.4, 8.4Hz, 1H), 8.07-8.215(m, 3H), 8.30(dd, J=9.2, 1.2Hz, 1H), 8.34 (brs, 2H), 8.44(s, 1H), 8.89 (s, 1H), 10.4(s, 1H) MS m/e(ESI)416(MH+)

References:

EP1382603,2004,A1 Location in patent:Page 518