Benzonitrile, 4-bromo- → HCID 16110707, compound

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4-(2-(1-(tert-Butyldimethylsilyloxy)-7-phenylheptyl)oxazol-5-yl)benzonitrile. The title compound was prepared from 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)-5-(tributylstannyl)oxazole (53 mg, 0.080 mmol) and 4-bromobenzonitrile following General Procedure A. Flash chromatography (5-10% EtOAc/hexanes) yielded the title compound as a clear oil (30 mg, 79%): 1H NMR (CDCl3, 500 MHz) δ 7.82-7.78 (m, 4H), 7.50 (s, 1H), 7.36-7.33 (m, 2H), 7.26-7.23 (m, 3H), 4.93 (t, 1H, J=5.5 Hz), 2.67 (t, 2H, J=7.5 Hz), 2.06-1.95 (m, 2H), 1.75-1.67 (m, 2H), 1.47-1.40 (m, 6H), 0.98 (s, 9H), 0.19 (s, 3H), 0.08 (s, 3H); 13C NMR (CDCl3, 125 MHz) δ 166.7, 149.7, 143.2, 133.2, 132.4, 128.8, 128.7, 126.0, 124.8, 124.8, 119.0, 112.0, 69.1, 36.8, 36.3, 31.8, 29.6, 28.3, 26.1, 25.5, 18.6, −4.5, −4.7.

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