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

HRID 1027712노트

반응식

HRID 1027712 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dc6020ee77a54ed0866f1ee00978042f
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735402B2

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