2,4-Dichloro-5-(trifluoromethyl)pyrimidine → Diethyl [(5-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-6-methoxypyridin-2-yl)methyl]phosphonate

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The title compound was prepared according to the procedure for diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate using 2,4-dichloro-5-trifluoromethylpyrimidine and diethyl [(5-amino-6-methoxypyridin-2-yl)methyl]phosphonate (Compound 286B). The crude material was purified by column chromatography (methylene chloride:CH3CN=0-20%) to obtain a mixture of 2 regioisomers with a ratio of roughly 4:1 (the major one is the desired title compound [364 mg, 61% yield]). 1H NMR (400 MHz, DMSO-d6) δ=1.22 (t, J=6.9 Hz, 6 H), 3.35 (d, J=21.7 Hz, 2 H), 3.87 (s, 3 H), 4.00-4.07 (m, 4 H), 6.98 (dd, J=7.8, 2.8 Hz, 1 H), 7.83 (d, J=7.6 Hz, 1 H), 8.72 (s, 1 H), 9.90 (s, 1 H). MS (ES+): m/z 455.21 (100), 457.15 (33) [MH+]; HPLC: tR=1.41 min (UPLC, Analytical).

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