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-[(7-{1-[(2S)-2,3-dihydroxypropyl]-1H-pyrazol-4-yl}-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)-3-methoxy benzyl]phosphonate

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Prepared analogously to Compound 1B replacing Compound 1C with 7-amino-4-(1-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}-1H-pyrazol-4-yl)-2-methyl-2,3-dihydro-1H-isoindol-1-one (Compound 5C, 337 mg, 742 μmol) to afford 254 mg of the desired product (48%). 1H NMR (400 MHz, CD3OD) δ 8.49 (br. s., 1H), 8.34 (s, 1H), 8.09 (s, 1H), 7.96 (s, 1H), 7.67-7.77 (m, 2H), 7.11 (s, 1H), 7.00 (d, J=8.1 Hz, 1H), 4.61 (s, 2H), 4.37 (dd, J=4.3, 13.9 Hz, 1H), 4.15-4.24 (m, 1H), 4.00-4.14 (m, 5H), 3.90 (s, 3H), 3.52-3.56 (m, 2H), 3.35 (d, J=7.1 Hz, 2H), 3.21 (s, 3H), 1.26 (dt, J=2.7, 7 Hz, 6H). MS (ESI): m/z 720.23 [M+H]+. UPLC: tR=1.12 min (UPLC-TOF: polar—3 min).

Provenance & Evidence