Water → HCID 44419226, compound

Participants

Reaction Steps

To a solution of compound from Example 274A (28 mg, 0.05 mmol) in tetrahydrofuran (5 ml) was added tetrabutyl ammonium fluoride (52 mg, 0.2 mmol). The mixture was stirred at room temperature for overnight, and then water and ethyl acetate (20 ml, 1:1) were added. The organic layer was washed with brine and dried over MgSO4. The crude product was purified by reverse phase HPLC (10 mM ammonium acetate, 5% acetonitrile in H2O/CH3CN) to give the titled compound (18.5 mg, 90%). 1H NMR (300 MHz, DMSO-d6) δ ppm 9.02 (t, 1H), 7.87 (d, J=8.14 Hz, 2H), 7.54 (d, J=8.48 Hz, 2H), 7.08 (d, J=16.28 Hz, 1H), 7.04 (s, 1H), 6.57 (s, 2H), 6.48 (dd, J1=16.28, 2.37 Hz, 1H), 4.56 (d, J=6.44 Hz, 2H), 4.46 (q, J=7.01 Hz, 2H), 4.09 (d, J=2.37 Hz, 1H), 3.17 (s, 3H), 1.34 (t, J=7.12 Hz, 3H); MS (APCI) m/z 400 [M+H]+, 398 [M−H]−.

Provenance & Evidence