[O:1]=[C:2]1[CH2:9][CH2:8][NH:7][C:6]2[N:10]=[CH:11][C:12](/[CH:14]=[CH:15]/[C:16]([O:18]C(C)(C)C)=[O:17])=[CH:13][C:5]=2[CH2:4][NH:3]1.FC(F)(F)C(O)=O.C(Cl)[Cl:31]>CCOCC>[ClH:31].[O:1]=[C:2]1[CH2:9][CH2:8][NH:7][C:6]2[N:10]=[CH:11][C:12](/[CH:14]=[CH:15]/[C:16]([OH:18])=[O:17])=[CH:13][C:5]=2[CH2:4][NH:3]1A suspension of (E)-tert-butyl 3-(4-oxo-1,2,3,4,5,6-hexahydropyrido[2,3-b][1,5]diazocin-8-yl)acrylate (175 mg, 0.58 mmol) in 3 mL CH2Cl2 was treated with 3 mL of trifluoroacetic acid. The mixture became homogeneous and it was stirred at room temperature for 20 minutes. The solution was concentrated to dryness and treated with 1 mL 4M HCl in dioxane to give a creamish solid. The suspension was diluted with 10 mL Et2O and sonicated. The solid was filtered and dried under reduced pressure overnight. Yield: 165 mg (100%) 1H-NMR (400 MHz, DMSO-d6) δ 8.28-8.27 (2×s, 2H), 8.26 (br s, 1H), 7.60 (t, 1H, J=7.6 Hz), 7.51 (d, 1H, J=16.0 Hz), 6.50 (d, 1H, J=16.0 Hz), 4.62 (br s, 2H), 3.85 (br s, 2H), 2.79 (t, 2H, J=7.2 Hz)
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