Water → HCID 23614997, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tetracyclic lactone ix (100 mg, 0.32 mmol) in DMF (5 mL) was added cesium carbonate (263 mg, 0.81 mmol) and methyl iodide (100 μL, 1.60 mmol). The mixture was stirred at 40° C. overnight, poured into water (30 mL) and extracted with EtOAc(3×30 mL). The combined extracts were washed with brine and dried (MgSO4), the solvent was removed under reduced pressure to yield a product that was used in the next step with no further purification. A small portion of the residue was purified by reverse phase preparative HPLC for characterization. 1H NMR (acetone-d6) δ 8.69 (d, J=8.4 Hz, 1H), 7.39 (t, J=8.4 Hz, 1H), 7.31 (d, J=8.4, 1H), 7.02 (d, J=8.4, 1H), 6.94 (d, J=8.4 Hz, 1H), 6.04 (br, 1H), 4.06 (s, 3H), 3.27 (s, 3H) 1.32 (s, 6H). Anal. Calcd for C19H18N2O4⅓CF3COOH⅓H2O: C, 61.78; H, 5.01; N, 7.33. Found: C, 61.64; H, 4.84; N, 7.51.

Provenance & Evidence