Trifluoroacetic acid → Diethyl [4-({4-[(2-hydroxy-3-oxo-2,3-dihydro-1H-isoindol-4-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)-3-methoxybenzyl]phosphonate trifluoroacetate

Participants

Reaction Steps

The title product was prepared according to the procedure for Example 102 using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (50.0 mg, 0.11 mmol) and 7-amino-2-hydroxy-2,3-dihydro-1H-isoindol-1-one (Compound 186A, 21.70 mg, 0.13 mmol). The reaction mixture purified by MDP to isolate the desired product (4.6 mg, yield: 7%) as a TFA salt. 1H NMR (CD3OD, 400 MHz): δ=1.29 (t, J=7.2 Hz, 6 H), 3.33 (d, J=21.2 Hz, 2 H), 3.89 (s, 3 H), 4.06-4.13 (m, 4 H), 4.63 (s, 2 H), 4.96 (dt, J=2.8, 8.4 Hz, 1 H), 7.10 (t, J=2.0 Hz, 1 H), 7.24 (d, J=7.6 Hz, 1 H), 7.36 (dd, J=0.8, 8.0 Hz, 0.5 H), 7.52 (m, 1 H), 7.66 (d, J=8.0 Hz, 1 H), 8.32 (d, J=8.0 Hz, 0.5 H), 8.37 (s, 1 H). MS (ES+): m/z 582.17 [MH+]. HPLC: tR=3.64 min (OpenLynx, polar—5 min).

Provenance & Evidence