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 1425758ノート

反応式

HRID 1425758 の反応式
[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]

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b678d557e671473ca6346aa6898a6262
出典データセット
uspto-grants-2015_01
特許番号
US08933079B2

反応ノート

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