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-({3-fluoro-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)phenyl}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-({3-fluoro-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)phenyl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (Compound 27B, 200 mg, 282 μmol) to afford 190 mg of the title compound (99%). 1H NMR (400 MHz, CD3OD) δ=8.31 (s, 1H), 8.20 (s, 1H), 7.93 (s, 1H), 7.86 (d, J=8.6 Hz, 1H), 7.77 (d, J=7.6 Hz, 1H), 7.67 (d, J=8.6 Hz, 1H), 7.04 (s, 1H), 6.69 (d, J=7.3 Hz, 1H), 4.37 (t, J=6.8 Hz, 2H), 3.91 (s, 3H), 3.81 (quin, J=7.0 Hz, 2H), 3.62 (t, J=6.1 Hz, 2H), 2.95 (s, 1H), 2.90 (s, 4H), 2.14 (quin, J=6.5 Hz, 2H), 1.15 (t, J=7.1 Hz, 3H). MS (ESI): m/z=682.19 [M+H]+. UPLC: tR=1.11 min (UPLC-TOF: polar—3 min).

Provenance & Evidence