Hydrochloric Acid → HCID 25256746, compound

Participants

Reaction Conditions

Reaction Steps

Sodium hydroxide solution (0.69 ml, 10 N, 6.9 mmol) was added to a stirred solution of ester from Step E (0.98 g, 2.3 mmol) in THF (4 mL), methanol (4 mL), and water (2 mL) at rt under nitrogen. The mixture was stirred at 60° C. overnight. The solution was neutralized with conc. HCl (0.57 mL), concentrated to remove organic solvent. The residue was dissolved in ethanol/water (10 mL, 1:1) warmed to obtain a clear solution and then cooled in refrigerator to produce a precipitation. The solid was collected by filtration and dried in air to give the title compound as a white crystalline solid. 1H NMR (500 MHz, CDCl3): δ 7.44 (1H, d, J=7.5 Hz), 7.29 (2H, m), 7.20 (1H, dd, J=6.5, 8.5 Hz), 7.15 (1H, s), 7.14 (1H, d, J=7.5 Hz), 7.05 (1H, 7.5 Hz), 6.87 (1H, s), 6.85 (1H, dd, J=8.5, 2.0 Hz), 5.05 (2H, s), 3.31 (1H, dd, J=18, 6.5 Hz), 3.07 (1H, d, J=18 Hz), 3.00 (1H, d, J=6.5 Hz), 2.53 (1H, m), 1.99 (3H, s), 1.97 (6H, s), 1.25 (1H, t, J=2.5 Hz) ppm. MS: m/e 399 (M+1)+.

Provenance & Evidence