Potassium Carbonate → (4-Methyl-pyridin-2-yl)-(3-{2-[2-(3-trifluoromethyl-phenyl)-vinyl]-oxazol-5-yl}-phenyl)-amine

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Reaction Steps

Prepared as for (4-methyl-pyridin-2-yl)-[6-(2-phenyl-oxazol-5-yl)-pyridin-2-yl]-amine above using [3-(2-Iodo-oxazol-5-yl)-phenyl]-(4-methyl-pyridin-2-yl)-amine, trans-2-(3-trifluoromethylphenyl)vinylboronic acid, K2CO3 and Pd(PPh3)4 in a 2:1 mixture by volume of THF and water to give (4-methyl-pyridin-2-yl)-(3-{2-[2-(3-trifluoromethyl-phenyl)-vinyl]-oxazol-5-yl}-phenyl)-amine as a pale yellow solid (72%). 1H NMR (400 MHz, DMSO-d6) δ 9.26-8.94 (m, 1H), 8.15 (s, J=8.6 Hz, 1H), 8.11-8.06 (m, 3H), 7.76-7.63 (m, 5H), 7.43 (d, J=16.5 Hz, 1H), 7.40-7.29 (m, 2H), 6.68 (s, 1H), 6.64 (d, J=5.2 Hz, 1H), 2.25 (s, 3H). (ESI+) m/z 422 (M+H)+. Retention time=3.84 mins (method 1).

Provenance & Evidence