3-Iodopyridine → HCID 54757836, compound

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Reaction Steps

The title compound was prepared from methyl 3-(4-ethynylphenyl)propanoate (102 mg, 0.54 mmol) and 3-iodopyridine (122 mg, 0.60 mmol) according to the general procedure IC to give 27 mg (43% b.r.s.m.) of an orange brown solid after purification by flash chromatography (SiO2, EtOAc/hexanes, 1:3). Rf: 0.09 (EtOAc:hexanes, 1:5); 1HNMR (CDCl3) δ 8.76-7.75 (m, 1H), 7.54-7.52 (m, 1H), 7.81-7.77 (m, 1H), 7.48-7.45 (m, 2H), 7.29-7.25 (m, 1H), 7.22-7.19 (m, 2H), 3.67 (s, 3H), 3.00-2.95 (t, 2H, J=7.8 Hz), 2.67-2.62 (t, 2H, J=7.8 Hz); 13CNMR (CDCl3) δ 173.0, 152.2, 148.4, 141.5, 138.3, 131.8, 128.4, 123.0, 120.5, 120.4, 92.5, 85.7, 51.6, 35.3, 30.8; EI-MS calcd for C17H15NO2 (M+): 265. found: 265.

Provenance & Evidence