Reaction Steps
The compound of Example 2 (147 mg, 0.321 mmol) and 4-cyclohexyl-1-piperazine-1-propanamine (72 mg, 0.320 mmol) were stirred in 2 mL DMF at room temperature for 64 hours. The crude reaction mixture was evaporated to dryness under high vacuum (0.1 mmHg) at 50-55° C. The resulting gum was triturated with methylene chloride followed by the addition of hexanes. The titled compound precipitated out as fine creamy white crystalline solid (158 mg, 77.5%): mp 229-230° C.; 1H NMR (DMSO-d6) δ 9.37 (br. s, 1H), 8.96 (br. s, 1H), 8.03 (br. 1H), 7.79 (d, 1H, J=7.6 Hz), 7.59 (dd, 1H, J=8.98, 5.21 Hz), 7.07 (dd, 1H, J=8.46, 11.37 Hz), 6.2 (m, 1H), 4.84 (s, 1H), 3.62-3.60 (m, 2H), 3.54 (s, 6H), 2.45 (m, 5H), 2.33-2.26 (m, 4H), 2.26 (s, 6H), 1.70-1.68 (m, 7H), 1.59-1.52 (br. 1H), 1.18-1.04 (m, 6H), 13C NMR (DMSO-d6) δ 179.63, 169.50, 167.31, 146.22, 129.07, 126.75, 125.98, 122.13, 119.68, 100.93, 62.55, 54.87, 50.60, 48.22, 42.13, 28.20, 27.62, 25.86, 25.57, 25.21, 18.31. Anal Calcd. for C34H44FN5O6•0.05 H2O: C, 63.94; H, 6.96; N, 10.97. Found: C, 63.95; H, 6.94; N, 10.74.
