Diisopropylethylamine → HCID 24964059、化合物

反応式

FC(F)(F)C(O)=O.[Br:8][C:9]1[CH:10]=[N:11][C:12]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]=[C:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[CH:17]=2)=[N:13][CH:14]=1.[N:29]1[CH:34]=[CH:33][CH:32]=[C:31]([NH:35][C:36](=O)[O:37]C2C=CC=CC=2)[N:30]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[Br:8][C:9]1[CH:10]=[N:11][C:12]([O:15][C:16]2[CH:17]=[C:18]([CH:19]=[CH:20][CH:21]=2)[CH:22]=[C:23]2[CH2:28][CH2:27][N:26]([C:36]([NH:35][C:31]3[N:30]=[N:29][CH:34]=[CH:33][CH:32]=3)=[O:37])[CH2:25][CH2:24]2)=[N:13][CH:14]=1

参加物

実験手順

5-Bromo-2-(3-(piperidin-4-ylidenemethyl)phenoxy)pyrimidine trifluoroacetate (0.315 mmol, from Step 5), in acetonitrile (1.5 mL) was treated with phenyl pyridazin-3-ylcarbamate (75 mg, 0.35 mmol) and diisopropylethylamine (0.192 mL, 1.10 mmol) and stirred at ambient temperature for 72 h. The reaction mixture was concentrated and the residue was purified by flash chromatography on silica gel (0-10% ethanol (containing 11% aq NH4OH):dichloromethane) to afford the title compound (0.099 g, 67% yield) as a white foam. MS (APCI) M=466.0; 1H NMR (400 MHz, CDCl3) δ ppm 2.50 (t, J=5.56 Hz, 2H) 2.63 (t, J=5.65 Hz, 2H) 3.59-3.67 (m, 2H) 3.73 (t, J=4.39 Hz, 2H) 6.44 (s, 1H) 7.02-7.09 (m, 2H) 7.12 (d, J=7.60 Hz, 1H) 7.41 (t, J=7.90 Hz, 1H) 7.49 (dd, J=9.06, 4.58 Hz, 1H) 8.41-8.50 (m, 1H) 8.59 (s, 2H) 8.78 (br. s, 1H).