Ethyl hydrogen (4-{[4-({2-(diethylcarbamoyl)-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]phenyl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → Ethyl hydrogen (4-{[4-({6-[1-(3-hydroxypropyl)-5-methyl-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

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Reaction Steps

Prepared analogously to Compound 3A using diethyl (4-{[4-({6-[1-(3-hydroxypropyl)-5-methyl-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (Compound 35B, 270 mg, 382 μmol) to afford 278 mg of the title compound (100%). 1H NMR (400 MHz, CD3OD) δ 8.95-9.04 (m, 1H), 8.26 (s, 1H), 7.96-8.01 (m, 1H), 7.71-7.80 (m, 1H), 7.51 (d, J=9.1 Hz, 1H), 7.08 (s, 1H), 6.83-6.90 (m, 1H), 4.25 (t, J=7.1 Hz, 2H), 3.81-3.92 (m, 5H), 3.55-3.60 (m, 2H), 2.97 (d, J=21.0 Hz, 2H), 2.92 (s, 1H), 2.61 (s, 3H), 2.03 (t, J=6.7 Hz, 2H), 1.17 (t, J=7.1 Hz, 3H). MS (ESI): m/z=679.67 [M+H]+. UPLC: tR=1.15 min (UPLC-SQD: analytical—2 min).

Provenance & Evidence