Methyl iodide → HCID 18713364, compound

Participants

Reaction Conditions

Reaction Steps

The title compound of Example 47 (0.14 g, 0.43 mM) in DMF (1.4 ml) was stirred under nitrogen and cooled to 5° C. Sodium hydride (0.019 g of a 60% dispersion in mineral oil, 0.47 mM) was added and the mixture stirred for 15 minutes. Iodomethane (30 μl) was added, the mixture stirred for 10 minutes at 5° C. and at ambient temperature for 2 hours. The mixture was evaporated and the residue partitioned between EtOAc and water. The organic layer was washed with water dried (MgSO4) and evaporated. The residue was purified by column chromatography in dichloromethane, eluting with a gradient increasing in polarity from 2% to 10% MeOH/dichloromethane to give the title product as an oil (0.13 g). MS: 342 (MH+); NMR: 1.83 (3H, s); 3.28 (nH+H2O); 3.42 (2H, t); 3.80 (1H, m); 3.92 (3H, s); 4.9 (1H, t); 4.75 (1H, m); 6.16 (1H, m); 6.64 (1H, m); 7.23 (1H, m); 7.67 (2H, d); 7.80 (2H, d); 8.22 (1H, t).

Provenance & Evidence