2,2,2-Trifluoroethanol → HCID 22615031, compound

Participants

Reaction Steps

The compound of Example 40 (60 mg) and 1,1′-(azodicarbonyl)dipiperidine (64 mg) were suspended in dry benzene (2 ml). To the suspension was added tributylphosphine (63 μl) at room temperature. The mixture was stirred at room temperature for 15 minutes. To the mixture was added 2,2,2-trifluoroethanol (74 μl). The mixture was stirred at room temperature overnight. After removing the solvent the reaction mixture was separated by silica gel column chromatography developed by the solvent mixture of dichloromethane and methanol. The title compound (57 mg) was obtained as a colorless oil. ESI-MS: m/z 555 (MH+); 1H-NMR (CDCl3): δ 2.05 (2H, quintet, J=6.5 Hz), 2.33 (3H, s), 2.87 (2H, t, J=7 Hz), 3.83 (2H, s), 3.91 (2H, q, 8.5 Hz), 4.14 (2H, t, J=6 Hz), 4.74 (2H, s), 5.10 (2H, s), 6.60 (1H, d, J=7 Hz), 6.71 (1H,s), 6.95-7.25 (5H, m), 7.38 (1H, d, J=9 Hz), 7.66 (1H, dt, J=7.5 Hz, 2 Hz), 8.48 (1H, dd, J=1.5 Hz, 4.5 Hz), 8.56 (1H, d, J=1.5 Hz).

Provenance & Evidence