반응식
C[Si](C)(C)N[Si](C)(C)C.[Li].[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([NH:17][C:18](=[O:41])[CH2:19][C:20]2[CH:25]=[CH:24][C:23]([O:26][C:27]3[C:36]4[C:31](=[CH:32][C:33]([O:39][CH3:40])=[C:34]([C:37]#[N:38])[CH:35]=4)[N:30]=[CH:29][CH:28]=3)=[CH:22][CH:21]=2)[CH:12]=1.S(OC)(O[CH3:46])(=O)=O>C1COCC1.CN(C=O)C>[CH3:46][N:17]([C:13]1[CH:12]=[N:11][CH:16]=[CH:15][CH:14]=1)[C:18](=[O:41])[CH2:19][C:20]1[CH:21]=[CH:22][C:23]([O:26][C:27]2[C:36]3[C:31](=[CH:32][C:33]([O:39][CH3:40])=[C:34]([C:37]#[N:38])[CH:35]=3)[N:30]=[CH:29][CH:28]=2)=[CH:24][CH:25]=1참가 물질
반응물 3
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- -5 °C
실험 절차
Under an atmosphere of argon, a 1M solution of lithium hexamethyldisilazane in THF (0.27 ml) was added dropwise to a stirred solution of N-(3-pyridyl)-2-[4-(6-cyano-7-methoxyquinolin-4-yloxy)phenyl]acetamide (0.1 g) in DMF (2 ml) that had been cooled to −5° C. After 5 minutes, a solution of dimethyl sulphate (0.026 ml) in DMF (0.5 ml) was added dropwise and the resultant mixture was stirred at 0° C. for 30 minutes. The mixture was evaporated and the residue was purified by preparative HPLC using a Waters ‘Xterra’ reversed-phase column (5 microns silica) using decreasingly polar mixtures of water (containing 0.2% ammonium carbonate) and acetonitrile as eluent. There was thus obtained the title compound (0.04 g); 1H NMR: (CDCl3) 3.34 (s, 3H), 3.52 (s, 2H), 4.08 (s, 3H), 6.51 (d, 1H), 7.07 (d, 2H), 7.18 (d, 2H), 7.42 (m, 1H), 7.53 (br s, 2H), 8.5 (br s, 1H), 8.65 (br s, 1), 8.67 (d, 1H), 8.69 (s, 1H); Mass Spectrum: M+H+ 425.
후처리
- customThe mixture was evaporated
- customthe residue was purified by preparative HPLC
출처 및 근거
- ORD 기록
- ord-611a837bb71f41b9be447a419dbd6771
- 출처 데이터셋
- uspto-grants-2011_07
- 특허 번호
- US07973164B2
연결된 노트
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