Methyl iodide → HCID 67699241, compound

Participants

Reaction Steps

8.2 mg (0.21 mmol) of 60% sodium hydride is added to a solution of 0.075 g (0.14 mmol) of N-Isopropyl-2-[3-methyl-2,4-dioxo-3-(2-phenyl-2-oxoethyl)-5-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-N-phenyl acetamide, prepared as in Example 7, in 2 ml of DMF. After 5 min, 0.009 mL (0.15 mmol) of iodomethane is added and the solution stirred at RT for 25 min. The reaction mixture is diluted with 10 mL of 1N HCl and extracted with EtOAc (×3). The organic extracts are washed with H2O and brine, dried over MgSO4 and concentrated in vacuo to a bright yellow oil. Purification by reverse phase C-18 MPLC (70-75% methanol/H2O) gave 17 mg of the title compound as a white powder: 1H NMR (CDCl3 300 MHz) δ8.04 (d, 2H, J=7), 7.6-6.9 (m, 17H), 5.03 (m, 0.5H), 4.92 (m, 0.5H), 4.8-3.9 (m, 3H), 1.26 (dd, 3H, J=7,11), 1.12 (dd, 3H, J=2,7), 0.98 (t, 3H, J=7); low resolution MS (FAB) m/e 560 (MH+).

Provenance & Evidence