Hydrochloric Acid → HCID 58869963, compound

Participants

Reaction Conditions

Reaction Steps

The product from Example 7 (100 mg, 0.2 mmol) was dissolved in 4 mL THF and cooled to 0° C. LiOH (56 mg, 0.8 mmol) in 4 mL water was added dropwise. The mixture was warmed to room temperature and stirred for 3 h. The mixture was cooled to 0° C. and diluted with 10 mL EtOAc. 2N aq HCl was added until the mixture reached pH1. The aqueous phase was washed with EtOAc. The combined organics were washed with water, dried (Na2SO4), filtered, and evaporated. Recrystallization fro ether/hexane provided the title compound as a tan powder (60 mg, 63%). 1H NMR (400 MHz, CDCl3) δ 7.17 (d, J=9 Hz, 2H), 6.81 (m, 3H), 5.02 (d, J=15 Hz, 1H), 4.55 (s, 1H), 4.15 (d, J=15 Hz, 1H), 3.77 (s, 3H), 3.72 (s, 2H), 3.11 (d, J=15 Hz, 1H), 2.96 (d, J=15 Hz, 1H), 1.89 (s, 3H), 1.76 (s, 3H). MS: m/z (MH+) 462.

Provenance & Evidence