3-(Trifluoromethyl)phenylboronic acid → (2-Methoxy-phenyl)-[8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine

Participants

Reaction Steps

(2-Methoxy-phenyl)-[8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-amine was prepared from (8-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-(2-methoxy-phenyl)-amine (50.0 mg, 0.157 mmol) and (3-trifluoromethylphenyl)boronic acid (33.0 mg, 0.174 mmol) with Pd(dppf)Cl2 (0.012 g) as the catalyst in a manner analogous to Step 2c. The reaction product was isolated as a white solid (0.042 g, 70%). MP=137-141° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.47 (dd, J=6.7, 0.9 Hz, 1H), 8.43 (dd, J=8.0, 1.3 Hz, 1H), 8.34 (s, 1H), 8.25 (d, J=7.4 Hz, 1H), 7.71-7.58 (m, 4H), 7.08-6.98 (m, 4H), 3.93 (s, 3H). MS=385 (MH)+.

Provenance & Evidence