Hydrochloric Acid → HCID 68705549, compound

Participants

Reaction Steps

To a solution of Preparation 45 (0.012 g) in THF (20 mL) and H2O (1 mL) add HCl solution (2 mL, 3 N in H2O), and stir the mixture overnight. Pour the mixture into satd. NaHCO3 and extract with Et2O (2×50 mL) and EtOAc (2×50 mL). Wash the combined organic extracts with brine, dry over Na2SO4, and concentrate to afford crude Preparation 27 as a light yellow solid. Purify the crude material by MPLC (0% to 25% to 50% EtOAc/hexanes) to afford Example 23 (0.010 g, 90%) as a white solid. 1H NMR (CD3OD) δ 7.22 (d, J=8.0 Hz, 2H), 6.85 (m, 1H), 6.79 (m, 3H), 6.64 (m, 1H), 5.22 (s, 1H), 3.54 (m, 1H), 2.67 (m, 1H), 2.56 (m, 1H), 2.26 (m, 2H), 2.13 (m, 2H), 1.84 (dd, J=3.9, 14.5 Hz, 1H).

Provenance & Evidence