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-[3-chloro-1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

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Prepared analogously to Compound 3A using diethyl (4-{[4-({6-[3-chloro-1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (Compound 49B, 480 mg, 0.661 mmol) to afford 445 mg of the desired product (96%). 1H NMR (400 MHz, CD3OD) δ 8.93-9.09 (m, 1H), 8.59 (s, 1H), 8.32 (s, 1H), 7.88 (d, J=9.1 Hz, 1H), 7.62 (d, J=6.6 Hz, 1H), 7.12 (s, 1H), 6.93 (d, J=8.1 Hz, 1H), 4.27 (t, J=6.8 Hz, 2H), 3.82-3.92 (m, 5H), 3.60 (t, J=6.1 Hz, 2H), 3.05 (s, 1H), 2.97-3.02 (m, 4H), 2.11 (quin, J=6.4 Hz, 2H), 1.16 (t, J=6.9 Hz, 3H). MS (ESI): m/z=699.54/701.48 [M+H]+. UPLC: tR=1.21 min (UPLC-TOF: polar—2 min).

Provenance & Evidence