Ethyl Acetate → HCID 70166966, compound

Participants

Reaction Steps

A solution of Example 94A (0.040 g, 0.089 mmol), triethylphosphono-acetate (0.030 g., 0.130 mmol) and cesium carbonate (0.109 g, 0.336 mmol) in toluene (1 mL) was stirred at 80° C. for 16 hours and then diluted with EtOAc (10 mL) and brine (25 mL). The layers were separated and the organic layer was dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was purified by HPLC using aqueous 0.1% TFA and CH3CN to provide the titled compound (1H NMR (300 MHz, DMSO-d6) δ 9.85 (s, 1H), 8.33 (d, J=9.1 Hz, 1H), 7.26-7.22 (m, 2H), 7.13 (t, J=8 Hz, 1H), 6.92-6.80 (m, 4H), 6.73 (d, J=8 Hz, 1H), 6.65 (d, J=9 Hz, 1H), 6.19 (s, 1H), 6.08-6.02 (m, 2H), 4.75-4.73 (m, 2H), 4.13 (q, J=7 Hz, 2H), 3.88 (s, 3H), 3.00 (s, 3H), 1.22 (t, J=7 Hz, 3H); MS (ESI, −Q1MS) m/e 508 (M−H).

Provenance & Evidence