5-Iodo-2,4-dimethoxypyrimidine → HCID 24748380, compound

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2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-5-(2,4-dimethoxypyrimidin-5-yl)oxazole. The title compound was prepared from 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-5-(tributylstannyl)oxazole (130 mg, 0.196 mmol) and 5-iodo-2,6-dimethoxypyrimidine following General Procedure A. Flash chromatography (10% EtOAc/hexanes) yielded the title compound as a thick oil (85 mg, 83%): 1H NMR (CDCl3, 400 MHz) δ 8.67 (s, 1H), 7.34 (s, 1H), 7.28-7.24 (m, 2H), 7.18-7.14 (m, 3H), 4.85 (dd, 1H, J=7.4, 5.9 Hz), 4.13 (s, 3H), 4.05 (s, 3H), 2.59 (t, 2H, J=7.8 Hz), 1.93 (m, 2H), 1.60 (m, 2H), 1.41 (m, 4H), 0.89 (s, 9H), 0.09 (s, 3H), 0.01 (s, 3H); 13C NMR (CDCl3, 100 MHz) δ 166.4, 164.3, 154.1, 143.9, 142.7, 128.3, 128.1, 125.5, 125.2, 104.9, 68.5, 55.0, 54.4, 36.3, 35.8, 31.3, 29.1, 25.6, 25.6, 25.0, 18.1, −5.0, −5.2.

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