Cesium carbonate → 2-{2-[4-(1-Hydroxy-ethyl)-2-methyl-phenyl]-2-oxo-ethyl}-5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

HRID 1425758노트

반응식

HRID 1425758 반응식
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][O:10][C:11]2[CH:16]=[N:15][NH:14][C:13](=[O:17])[CH:12]=2)=[N:7][CH:8]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:25][C:26]([C:28]1[CH:33]=[CH:32][C:31]([CH:34]([OH:36])[CH3:35])=[CH:30][C:29]=1[CH3:37])=[O:27].BrC(Br)=O>CS(C)=O.O>[OH:36][CH:34]([C:31]1[CH:32]=[CH:33][C:28]([C:26](=[O:27])[CH2:25][N:14]2[C:13](=[O:17])[CH:12]=[C:11]([O:10][CH2:9][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][N:7]=3)[CH:16]=[N:15]2)=[C:29]([CH3:37])[CH:30]=1)[CH3:35]

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 79057Carbonyl bromideHCID 866955545-(5-Methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-oneHCID 866955582-Bromo-1-[4-(1-hydroxy-ethyl)-2-methyl-phenyl]ethanone

생성물 1

HCID 866955592-{2-[4-(1-Hydroxy-ethyl)-2-methyl-phenyl]-2-oxo-ethyl}-5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

To a solution of 5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one (preparation 9b, 2.00 g, 8.58 mmol) in DMSO (20 mL) is added cesium carbonate (5.59 g, 17.2 mmol) and the mixture is stirred 10 min at room temperature. Then 2-bromo-1-[4-(1-hydroxy-ethyl)-2-methyl-phenyl]-ethanone (preparation 10b, 2.21 g, 8.58 mmol) is added in portions and the mixture is stirred overnight at room temperature. An additional 0.5 g of the bromoketone is added and the mixture is stirred for 3 h at room temperature. After addition of water, the reaction mixture is extracted with ethyl acetate. The combined organic layer is dried over MgSO4 and evaporated under reduced pressure.

후처리

  1. stirringthe mixture is stirred overnight at room temperature
  2. stirringthe mixture is stirred for 3 h at room temperature
  3. extractionthe reaction mixture is extracted with ethyl acetate
  4. dry with materialThe combined organic layer is dried over MgSO4
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-b678d557e671473ca6346aa6898a6262
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933079B2

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