Acetic Anhydride → HCID 136383507, compound

Participants

Reaction Steps

To a solution of the product from Example 18B (23 mg, 0.04 mmol) in pyridine (0.5 mL) was added acetic anhydride (38 μL, 0.4 mmol). The reaction solution was stirred at room temperature for 18 h. After which, the solution was concentrated in vacuo. The resulting residue was taken up ethyl acetate (2 mL) and washed with aqueous 1 N HCl (2×1 mL). The organic layer was dried (Na2SO4) and concentrated in vacuo. Column chromatography on silica (1%→3%→5% methanol/dichloromethane) afforded the title compound as a yellow solid (17 mg, 68%). 1H NMR (300 MHz, DMSO-d6) δ ppm 0.34-0.52 (m, 1H), 0.58-0.76 (m, 6H), 0.88-1.04 (m, 1H), 1.20-1.37 (m, 2H), 1.50 (s, 9H), 2.04 (s, 3H), 7.53 (t, J=7.54 Hz, 2H), 7.62-7.77 (m, 3H), 8.07-8.17 (m, 2H), 9.89 (s, 1H), 13.49 (s, 1H); MS m/z 613.1 (M+H)+.

Provenance & Evidence