Methyl iodide → HCID 21352223, compound

Participants

Reaction Steps

To a suspension of sodium hydride (10 mg) in DMF (1 mL) at 0° C. was added a solution of the compound of Example 1 (68 mg, 0.23 mmol) in DMF (1mL). The reaction mixture was stirred at the same temperature for 30 minutes then methyl iodide (20 μL, 0.32 mmol) was added. Reaction mixture was stirred at room temperature overnight. It was then poured into ethyl acetate, washed with water, brine, dried over magnesium sulfate and concentrated to give a white solid. Purification was done using a silica gel column and ethyl acetate as the eluent. 1H NMR (300 MHz; CDCl3): Mixture of rotamers 9.13 (m, 1H); 8.29−8.18 (m, 2H); 7.86 (dd, 1H, J=8.2 and 12 Hz); 7.58−7.11 (complex mixture; 3H); 6.98−6.71 (complex mixture, 2H); 4.91 and 4.85 (2s, 2H) and 3.84 and 3.58 (2 s, 3H); 3.18 and 3.04 (2 s, 3H) ppm.

Provenance & Evidence