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 (4-{[4-{[4-bromo-5-fluoro-2-(methylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

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Reaction Steps

Prepared analogously to Compound 1B replacing Compound 1C with 2-amino-5-bromo-4-fluoro-N-methylbenzamide (Compound 7D, 0.327 g, 1.32 mmol) to afford the title compound as 642 mg of a white solid (88% yield). 1H NMR (DMSO-d6, 400 MHz): δ 11.94 (br. s., 1H), 9.15 (br. s., 1H), 8.88 (d, J=4.6 Hz, 1H), 8.53 (br. s., 1H), 8.42 (s, 1H), 8.08 (d, J=7.8 Hz, 1H), 7.47 (d, J=7.6 Hz, 1H), 7.02 (s, 1H), 6.82-6.90 (m, 1H), 3.93-4.02 (m, 4H), 3.77 (s, 3H), 3.18-3.27 (m, 2H), 2.77 (d, J=4.3 Hz, 3H), 1.19 (t, J=7.1 Hz, 6H). MS (ESI): m/z 664.09 [M+H]+. UPLC: tR=1.60 min (UPLC-TOF: polar—3 min).

Provenance & Evidence