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

HRID 1425773ノート

反応式

HRID 1425773 の反応式
Br[CH:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:29])[CH2:11][N:12]2[C:17](=[O:18])[CH:16]=[C:15]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][N:22]=3)[CH:14]=[N:13]2)=[C:6]([CH3:30])[CH:5]=1)[CH3:3].[CH3:31][NH:32][CH3:33]>C(Cl)Cl>[CH3:31][N:32]([CH3:33])[CH:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:29])[CH2:11][N:12]2[C:17](=[O:18])[CH:16]=[C:15]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][N:22]=3)[CH:14]=[N:13]2)=[C:6]([CH3:30])[CH:5]=1)[CH3:3]

参加物

4

反応物 2

HCID 674DimethylamineHCID 866955602-{2-[4-(1-Bromo-ethyl)-2-methyl-phenyl]-2-oxo-ethyl}-5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

生成物 1

HCID 717309172-{2-[4-(1-Dimethylamino-ethyl)-2-methyl-phenyl]-2-oxo-ethyl}-5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-{2-[4-(1-Bromo-ethyl)-2-methyl-phenyl]-2-oxo-ethyl}-5-(5-methoxy-pyridin-2-ylmethoxy)-2H-pyridazin-3-one (preparation 10d, 1.55 g, 3.28 mmol) in CH2Cl2 (5 mL) is added a solution of dimethylamine (2 M in THF, 4.9 mL, 9.8 mmol). The reaction mixture is stirred overnight at room temperature. After dilution with CH2Cl2, the mixture is washed with aqueous NaHCO3 solution. The organic layer is dried over MgSO4 and evaporated under reduced pressure. The crude product is purified via reverse phase HPLC chromatography (Phenomenex Gemini C18, gradient 30%→95% methanol in water+0.1% NH4OH, 120 mL/min).

後処理

  1. washAfter dilution with CH2Cl2, the mixture is washed with aqueous NaHCO3 solution
  2. dry with materialThe organic layer is dried over MgSO4
  3. customevaporated under reduced pressure
  4. customThe crude product is purified via reverse phase HPLC chromatography (Phenomenex Gemini C18, gradient 30%→95% methanol in water+0.1% NH4OH, 120 mL/min)

出典と根拠

ORDレコード
ord-d509285c26d740368ce2bfda5b76cc2d
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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