Cesium carbonate → HCID 24851818, 화합물

HRID 500553노트

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HRID 500553 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[N:19]([CH3:20])[C:18](S(C)(=O)=O)=[N:17][N:16]=2)[CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:25][C:26]1[CH:27]=[C:28]([C:32]2[O:36][N:35]=[C:34]([CH:37]([OH:39])[CH3:38])[CH:33]=2)[CH:29]=[CH:30][CH:31]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[N:19]([CH3:20])[C:18]([O:39][CH:37]([C:34]3[CH:33]=[C:32]([C:28]4[CH:29]=[CH:30][CH:31]=[C:26]([Cl:25])[CH:27]=4)[O:36][N:35]=3)[CH3:38])=[N:17][N:16]=2)[CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 10796Cesium carbonateHCID 248517062-Benzyloxy-4-(5-methanesulfonyl-4-methyl-4H-[1,2,4]triazol-3-yl)-pyridineHCID 57528604HCID 57528604, 화합물

생성물 1

HCID 24851818HCID 24851818, 화합물수율 89%

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온도
65 °C

실험 절차

The title compound from example 29.1 (103 mg, 0.298 mmol), the title compound from example 7.1 (100 mg, 0.4471 mmol) and cesium carbonate (291 mg, 0.894 mmol) were combined in a screw cap vial which was purged with nitrogen. Dimethylformamide (3 mL) was added and the reaction was stirred at 65° C. overnight. The reaction mixture was then cooled to room temperature, diluted with water and extracted three times with dichloromethane. The combined organics were dried over magnesium sulfate, filtered and concentrated, then chromatographed in dichloromethane followed by ethyl acetate on silica gel to give the title compound (129.4 mg, 58%).

후처리

  1. customcap
  2. customwhich was purged with nitrogen
  3. additionDimethylformamide (3 mL) was added
  4. temperatureThe reaction mixture was then cooled to room temperature
  5. additiondiluted with water
  6. extractionextracted three times with dichloromethane
  7. dry with materialThe combined organics were dried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customchromatographed in dichloromethane

출처 및 근거

ORD 기록
ord-cad4fba8a79f4b82bf83eb6a97eca1c3
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772235B2

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