Methyl iodide → HCID 22005076, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the intermediate obtained in Example 200, Step B (0.1 g, 0.17 mmol), methyl iodide (0.013 mL, 1.2 equiv), and sodium hydride (8 mg of a 60% dispersion in mineral oil, 1.2 equiv) in tetrahydrofuran (1 mL) was heated at 40° C. for 3 h. The mixture was diluted with water and extracted with ethyl acetate (3×10 mL). The combined organic phase was washed with saturated aqueous sodium chloride solution (3×10 mL). Silica gel chromatography provided a colorless solid (40 mg, 40%). 1H NMR (300 MHz, CDCl3): δ 7.41 (m, 6H), 7.32 (m, 4H), 7.06 (m, 4H), 4.62 (s, 2H), 4.27 (s, 2H), 3.48 (s, 3H), 3.15 (sept, 6.6 Hz, 1H), 2.36 (m, 2H), 1.27 (m, 2H), 1.18 (d, 6.6 Hz, 6H), 1.12 (m, 2H), 1.00 (s, 9H), 0.87 (m, 2H), 0.78 (t, 6.6 Hz, 3H).

Provenance & Evidence