HCID 117798829, compound → HCID 12080198, compound

Participants

Reaction Steps

To a stirred solution of bis-(phenylsulfonyl)pyridine 4d (1.0 g, 2.78 mmol) in 10 mL THF at room temperature is charged 1.0 M PhMgBr (5.56 ml, 2.0 equiv) slowly over a period of 10 min. The progress of the reaction is monitored by LC-MS. Upon complete consumption of the starting material (about 2 h), the mixture is quenched with MeOH (2 mL). The crude mixture is then evaporated to dryness, and the product is isolated by flash column chromatography (silica gel, 15% ethyl acetate in hexanes) and dried to yield 656 mg of 3e as a white solid, 80% yield. 1H NMR (400 MHz, CDCl3) δ 8.14-8.08 (m, 3H), 7.95-7.91 (m, 3H), 7.83-7.86 (m, 1H), 7.62-7.51 (m, 3H), 7.46-7.40 (m, 3H); 13C NMR (100 MHz, CDCl3) δ 158.7, 158.0, 138.9, 138.7, 137.1, 133.7, 130.0, 129.2, 128.9, 128.8, 127.0, 123.1, 119.8.

Provenance & Evidence