Tetrafluoro-m-phenylenediamine dihydrochloride → 1-(2,3,4,5-Tetrahydro-1h-pyrido[4,3-b]indol-7-yl)-4-(5-(trifluoromethyl)pyridin-2-yl)pyridin-2(1h)-one dihydrochloride
反応式
FC(F)(F)C(O)=O.S([N:18]1[C:26]2[CH:25]=[C:24]([N:27]3[CH:32]=[CH:31][C:30]([C:33]4[CH:38]=[CH:37][C:36]([C:39]([F:42])([F:41])[F:40])=[CH:35][N:34]=4)=[CH:29][C:28]3=[O:43])[CH:23]=[CH:22][C:21]=2[C:20]2[CH2:44][NH:45][CH2:46][CH2:47][C:19]1=2)(C1C=CC(C)=CC=1)(=O)=O.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:60].Cl>>[ClH:60].[ClH:60].[CH2:44]1[C:20]2[C:21]3[CH:22]=[CH:23][C:24]([N:27]4[CH:32]=[CH:31][C:30]([C:33]5[CH:38]=[CH:37][C:36]([C:39]([F:41])([F:40])[F:42])=[CH:35][N:34]=5)=[CH:29][C:28]4=[O:43])=[CH:25][C:26]=3[NH:18][C:19]=2[CH2:47][CH2:46][NH:45]1参加物
3
反応物 2
生成物 1
実験手順
1-(5-Tosyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-7-yl)-4-(5-(trifluoromethyl)pyridin-2-yl)pyridin-2(1H)-one trifluoroacetic acid salt (163 mg, 0.248 mmol) was deprotected and converted to the dihydrochloride salt according to the procedure of Example 106 (step b) to provide the title compound (30 mg, 25%) as an orange solid: mp 308-313° C.; 1H NMR (500 MHz, CD3OD) δ 9.04 (s, 1H), 8.28 (dd, J=8.3, 2.2 Hz, 1H), 8.22 (d, J=8.2 Hz, 1H), 7.81 (d, J=7.0 Hz, 1H), 7.62 (d, J=8.3 Hz, 1H), 7.46 (d, J=1.8 Hz, 1H), 7.38 (d, J=1.8 Hz, 1H), 7.24 (dd, J=7.1, 2.0 Hz, 1H), 7.11 (dd, J=8.3, 2.0 Hz, 1H), 4.49 (s, 2H), 3.65 (t, J=6.2 Hz, 2H), 3.21 (t, J=6.2 Hz, 2H); ESI MS m/z 411 [M+H]+; HPLC (Method B) 97.6% (AUC), tR=12.4 min.