Trifluoroacetic acid → HCID 86271301, compound

Participants

Reaction Steps

To a solution of Example 66B (220 mg, 0.502 mmol) in 5 mL dichloromethane was added 2,2,2-trifluoroacetic acid (0.387 ml, 5.02 mmol). The reaction was stirred at room temperature overnight. The solvent was removed under reduced pressure, and the residue was dried under high-vacuum for 2 hours. The residue was dissolved with 3 mL methanol, and the mixture was treated with excess 2 M hydrochloric acid/diethyl ether followed by stirring for 20 minutes. The mixture was then diluted with 50 mL diethyl ether, and the solid was collected by filtration. The collected solid was dried under high-vacuum to give the title compound as a hydrochloride salt. 1H NMR (400 MHz, DMSO-d6) δ 13.48 (s, 1H) 9.64 (s, 2H) 9.08 (s, 1H) 7.42-7.59 (m, 2H) 7.32 (dd, J=9.16, 4.27 Hz, 1H) 6.80 (d, J=35.71 Hz, 2H) 4.15 (q, J=6.92 Hz, 3H) 3.84 (s, 2H) 3.31 (s, 2H) 2.77 (s, 1H) 1.07-1.28 (m, 3H). MS (ESI+) m/z 339.1 (M+H)+.

Provenance & Evidence