Water → N-(2,4-Dichloropyrimidin-5-yl)-4-methoxy-3,5-dimethylbenzamide

HRID 1027712ノート

反応式

HRID 1027712 の反応式
[NH2:1][C:2]1[C:3]([Cl:9])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.C(=O)(O)[O-].[Na+].O.[CH3:16][C:17]1[CH:18]=[C:19]([CH:23]=[C:24]([CH3:28])[C:25]=1[O:26][CH3:27])[C:20](Cl)=[O:21]>C(OCC)(=O)C>[Cl:8][C:5]1[N:4]=[C:3]([Cl:9])[C:2]([NH:1][C:20](=[O:21])[C:19]2[CH:23]=[C:24]([CH3:28])[C:25]([O:26][CH3:27])=[C:17]([CH3:16])[CH:18]=2)=[CH:7][N:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 2577975-Amino-2,4-dichloropyrimidineHCID 516892Sodium BicarbonateHCID 214353833,5-Dimethyl-4-methoxybenzoyl chloride

生成物 1

HCID 86675952N-(2,4-Dichloropyrimidin-5-yl)-4-methoxy-3,5-dimethylbenzamide収率 43%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

3.2 g of 5-amino-2,4-dichloropyrimidine in 50 ml ethyl acetate were added to a mixture of 25 ml of saturated aqueous sodium bicarbonate solution and 25 ml of water. At room temperature, a solution of 4.9 g of 3,5-dimethyl-4-methoxybenzoyl chloride was added over a period of 15 min. The mixture was stirred intensively for 4 h. The layers were then separated, after which the aqueous layer was extracted twice with ethyl acetate. After drying over sodium sulfate and filtration, the solvent was removed under reduced pressure, giving 7.54 g of crude product. The crude product was triturated with 25 ml of isopropanol. Filtration and washing with 10 ml of isopropanol gave 2.74 g of the title compound in the form of a white solid.

後処理

  1. customThe layers were then separated
  2. extractionafter which the aqueous layer was extracted twice with ethyl acetate
  3. dry with materialAfter drying over sodium sulfate and filtration
  4. customthe solvent was removed under reduced pressure
  5. customgiving 7.54 g of crude product
  6. customThe crude product was triturated with 25 ml of isopropanol
  7. filtrationFiltration
  8. washwashing with 10 ml of isopropanol

出典と根拠

ORDレコード
ord-dc6020ee77a54ed0866f1ee00978042f
出典データセット
uspto-grants-2014_05
特許番号
US08735402B2

反応ノート

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