Pyridine → N-[4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinyl]-4-phenylbutanamide

HRID 1182619

反応式

HRID 1182619 の反応式
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C=O)C.[Cl:18][C:19]1[CH:20]=[C:21]([C:25]2[C:30]([NH2:31])=[C:29]([CH3:32])[N:28]=[C:27]([S:33][CH3:34])[N:26]=2)[CH:22]=[CH:23][CH:24]=1.N1C=CC=CC=1>S(Cl)(Cl)=O>[Cl:18][C:19]1[CH:20]=[C:21]([C:25]2[C:30]([NH:31][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[C:29]([CH3:32])[N:28]=[C:27]([S:33][CH3:34])[N:26]=2)[CH:22]=[CH:23][CH:24]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 47754-Phenylbutyric AcidHCID 6228DimethylformamideHCID 178545764-(3-Chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinamine

生成物 1

HCID 58981796N-[4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinyl]-4-phenylbutanamide

試薬・触媒・溶媒 1

HCID 24386Thionyl Chloride溶媒

実験手順

56.2 mg (0.342 mmol) of 4-phenylbutyric acid was dissolved in 1 ml of thionyl chloride. A catalytic amount of DMF was added and stirred at room temperature for 3 hours. After the solvent was evaporated under reduced pressure, 45.4 mg (0.171 mmol) of 4-(3-chlorophenyl)-6-methyl-2-(methylthio)-5-pyrimidinamine and 1 ml of pyridine were added and stirred at 50° C. overnight. After the solvent was evaporated under reduced pressure, the reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1 to 1/1) to obtain the title compound.

後処理

  1. additionwere added
  2. stirringstirred at 50° C. overnight
  3. customAfter the solvent was evaporated under reduced pressure
  4. additionthe reaction mixture was diluted with ethyl acetate
  5. washwashed with saturated aqueous sodium chloride solution
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1 to 1/1)

出典と根拠

ORDレコード
ord-1116d4ee77e54c108accd29066fc448a
出典データセット
uspto-grants-2007_10
特許番号
US07288544B2

関連ノート

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