Hydrochloric Acid → HCID 59118210, compound

Participants

Reaction Steps

4-{(2R)-2-[([(2R)-2-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}-2-(3-pyridinyl)ethyl]{[(1,1-dimethylethyl)oxy]carbonyl}amino)methyl]-3,4-dihydro-2H-chromen-6-yl}-2-pyridinecarboxylic acid (Example 70, 29 mg, 0.05 mmol) was stirred in an excess of 4M HCl in dioxane at room temperature for 18 hours. The volatile components were removed by rotary evaporation, and the residue was washed with dichloromethane. After drying under vacuum, the title compound was collected as the tri-hydrochloride salt (23 mg, 93%): 1H NMR (300 MHz, CD3OD) δ 9.07 (broad s, 1 H), 8.90 (d, 1 H), 8.83-8.78 (m, 3 H), 8.49 (d, 1 H), 8.18 (t, 1 H), 7.94-7.89 (m, 2 H), 7.20 (d, 1 H), 5.52-5.46 (m, 1 H), 4.67-4.61 (m, 1 H), 3.76-3.57 (m, 2 H), 3.51-3.39 (m, 2 H), 3.10-3.05 (m, 2 H), 2.29-2.20 (m, 1 H), 1.95-1.83 (m, 1 H); MS m/z 406.2 (MH+ of the free base).

Provenance & Evidence