Methyl iodide → HCID 70091066, compound

Participants

Reaction Steps

A slurry of 2-1 (4.5 g, 11.7 mmol) in CH3OH (120 mL) was treated with Cs2CO3 (1.9 g, 5.85 mmol) to give a homogenous solution. The solvent was removed in vacuo and the resulting solid was dissolved in DMF (120 mL) and treated with methyliodide (0.72 mL, 11.7 mmol) at room temperature for 18 h. The solution was diluted with EtOAc and washed with H2O, sat. NaHCO3 and brine. The organic layer was dried (MgSO4), filtered, concentrated, and chromatographed (30% EtOAc/Hexanes) to give 2-2 as a white solid. Rf (30% EtOAc/Hexanes) 0.15 1H NMR (400 MHz, CDCl3) δ 8.52 (s, 1H), 8.28 (d, 1H), 7.58 (d, 1H), 6.94 (m, 1H), 4.1 (bd, 2H), 3.93 (s, 3H), 3.7 (s, 2H), 2.7 (bt, 2H), 2.28 (t, 2H), 1.7 (m, 3H), 1.45 (m, 9H), 1.2 (m, 2H).

Provenance & Evidence