Cesium carbonate → HCID 59278563, 화합물

HRID 2068188노트

반응식

HRID 2068188 반응식
[F:1][C:2]1[CH:3]=[C:4]([NH:20][C:21]([C:23]2[C:24](=[O:36])[N:25]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[N:26]([CH3:29])[C:27]=2[CH3:28])=[O:22])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([OH:19])=[CH:16][CH:17]=2)[N:12]=[CH:11][CH:10]=1.CS(O[CH2:42][CH2:43][C:44]1([OH:47])[CH2:46][CH2:45]1)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+]>CC(N(C)C)=O>[F:1][C:2]1[CH:3]=[C:4]([NH:20][C:21]([C:23]2[C:24](=[O:36])[N:25]([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[N:26]([CH3:29])[C:27]=2[CH3:28])=[O:22])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[C:18]2[C:13](=[CH:14][C:15]([O:19][CH2:42][CH2:43][C:44]3([OH:47])[CH2:46][CH2:45]3)=[CH:16][CH:17]=2)[N:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 866407922-(1-Hydroxycyclopropyl)ethyl methanesulfonateHCID 136347997N-(3-fluoro-4-((7-hydroxyquinolin-4-yl)oxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

생성물 1

HCID 59278563HCID 59278563, 화합물수율 25.1%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

반응 조건

온도
40 °C

실험 절차

To a mixture of N-(3-fluoro-4-(7-hydroxyquinolin-4-yloxy)phenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (204 mg, 0.421 mmol) and 2-(1-hydroxycyclopropyl)ethyl methanesulfonate (152 mg, 0.843 mmol) in 8 mL of DMA was added cesium carbonate (1.37 g, 4.2 mmol, Aladdin). After stirring at 40° C. for 1 day, the reaction mixture was concentrated in vacuo and the residue was chromatographed with a silica gel column (50:1 (v/v) CH2Cl2/CH3OH) to afford the title compound as a white solid (60 mg, 25%).

후처리

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe residue was chromatographed with a silica gel column (50:1 (v/v) CH2Cl2/CH3OH)

출처 및 근거

ORD 기록
ord-e39994a7ae584df38d857e048b4a8dbe
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08293897B2

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