Methyl iodide → HCID 10344345, compound

Participants

Reaction Steps

To 35 mg (0.08 mmol) of amine 19-4 in THF was added 22 mg (0.55 mmol) of NaH (60% dispersion in oil) and 24 μL (0.39 mmol) of MeI. After stirring for 1 h, the reaction was quenched with water and partitioned with EtOAc, washed with brine, dried over MgSO4, concentrated by rotary evaporation, and the residue was purified by column chromatography on silica gel with EtOAc/hexanes to provide 19-5 a colorless gum. Data for 19-5: 1HNMR (500 MHz, CDCl3) δ 7.4-7.2 (m, 5H), 7.1-6.9 (m, 3H), 6.2 (s, 1H), 5.8 (m, 1H), 4.9 (m, 1H), 4.7 (m, 1H), 3.0 (m, 1H), 2.8-2.7 (m, 8H), 2.55 (m, 2H), 2.35 (s, 3H), 2.1 (m, 1H), 1.5 (m, 2H) ppm. HRMS (MS) calc'd M+H for C25H29F4N3O: 464.2320. Found: 464.2320.

Provenance & Evidence