Potassium Carbonate → HCID 76283451、化合物
反応式
Br[CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]2[CH:9]=[N:10][N:11]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[C:12]=2[CH3:13])[C:3]1=[O:21].[Cl:22][C:23]1[C:24]([C:29]([F:32])([F:31])[F:30])=[N:25][NH:26][C:27]=1[CH3:28].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:22][C:23]1[C:24]([C:29]([F:31])([F:30])[F:32])=[N:25][N:26]([CH:2]2[CH2:7][CH2:6][CH2:5][N:4]([C:8]3[CH:9]=[N:10][N:11]([C:14]4[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=4)[C:12]=3[CH3:13])[C:3]2=[O:21])[C:27]=1[CH3:28]参加物
5
実験手順
To a solution of 3-bromo-1-[1-(4-fluorophenyl)-5-methylpyrazol-4-yl]piperidin-2-one (0.05 g, 0.14 mmol) in DMF (1.0 mL) was added 4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazole (0.031 g, 0.17 mmol), followed by potassium carbonate (0.029 g, 0.21 mmol). After stirring at room temperature for 1 h, the reaction was quenched with water. The aqueous layer was then extracted with ethyl acetate (2×25 mL). The combined organic layers were washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The resulting crude product was purified by reverse phase HPLC (C18 column, acetonitrile-H2O with 0.1% TFA as eluent) to give the title compound as a white solid (0.015 g, 0.025 mmol, 23%). 1H NMR (400 MHz, CDCl3) δ 7.65 (s, 1H), 7.44-7.35 (m, 2H), 7.22-7.13 (m, 2H), 4.94 (dd, J=9.9, 6.3 Hz, 1H), 3.90-3.70 (m, 2H), 2.73 (dddd, J=13.2, 11.5, 9.8, 3.3 Hz, I H), 2.47-2.38 (m, 1H), 2.36 (s, 3H), 2.31 (ddd, J=10.6, 5.4, 2.4 Hz, 1H), 2.17-2.12 (m, 1H), 2.13 (s, 3H); MS: (ES) m/z calculated for C20H18ClF4N5O [M+H]+ 456.1. found 456.1.