Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → 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

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Prepared analogously to Compound 1B replacing Compound 1C with 3-amino-6-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-n-methylpyridine-2-carboxamide (Compound 6C, 278 mg, 1.01 mmol) and Compound 1E with diethyl (3-chloro-4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate (Compound 24C, 463 mg, 1.01 mmol) to afford 176 mg of the title compound (25%). 1H NMR (400 MHz, CD3OD) δ=8.64-8.79 (m, 1H), 8.55 (s, 1H), 8.44 (s, 1H), 8.35 (s, 1H), 7.73 (d, J=9.1 Hz, 1H), 7.65 (t, J=2.3 Hz, 1H), 7.60 (d, J=8.3 Hz, 1H), 7.44-7.49 (m, 1H), 4.28-4.35 (m, 2H), 4.08-4.18 (m, 4H), 3.56 (t, J=6.2 Hz, 2H), 3.42 (d, J=21.0 Hz, 2H), 3.00 (s, 3H), 2.11 (quin, J=6.5 Hz, 2H), 1.26 (t, J=7.1 Hz, 6H). MS (ESI): m/z=697.72 [M+H]+. UPLC: tR=1.28 min (UPLC-SQD: analytical—2 min).

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