Potassium Carbonate → HCID 178454360, compound

Participants

Reaction Steps

A mixture of Example 1A (203 mg, 0.47 mmol), tert-butyl hydrazinecarboxylate (187 mg, 1.42 mmol) and potassium carbonate (196 mg, 1.42 mmol) in dioxane (15 mL) was warmed to reflux for 24 hours. The mixture was concentrated under reduced pressure and extracted with ethyl acetate. The acetate extract was washed with water, brine, dried with MgSO4 and concentrated under reduced pressure. The residue was purified by chromatography (SiO2) to afford 40 mg of the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.31-1.47 (m, 18 H), 1.64-2.04 (m, 4 H), 3.66 (t, J=7.1 Hz, 1 H), 3.75-3.89 (m, 1 H), 4.23-4.40 (m, 3 H), 6.12 (s, 1 H), 6.99 (d, J=9.1 Hz, 1 H), 7.36 (s, 1 H), 7.65 (dd, J=8.9, 1.8 Hz, 1 H), 8.43 (d, J=2.0 Hz, 1 H), 10.11 (s, 1 H). MS (DCI/NH3) m/z 543 (M+H)+.

Provenance & Evidence