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 (3-chloro-4-{[4-({6-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate

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Prepared analogously to Compound 3A using diethyl (3-chloro-4-{[4-({6-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate (Compound 24B, 176 mg, 253 μmol) to afford 169 mg of the title compound (100%). 1H NMR (400 MHz, CD3OD) δ=8.85-8.93 (m, 1H), 8.55 (s, 1H), 8.32 (s, 1H), 8.23 (s, 1H), 7.68 (d, J=9.1 Hz, 1H), 7.52-7.59 (m, 2H), 7.34 (d, J=8.01 Hz, 1H), 4.31 (t, J=6.8 Hz, 2H), 3.88 (t, J=7.1 Hz, 2H), 3.58 (t, J=6.2 Hz, 2H), 3.04 (d, J=21.0 Hz, 2H), 2.98 (s, 3H), 2.11 (t, J=6.3 Hz, 2H), 1.14 (t, J=7.1 Hz, 3H). MS (ESI): m/z=669.66 [M+H]+. UPLC: tR=1.17 min (UPLC-SQD: analytical—2 min).

Provenance & Evidence