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

HRID 576911노트

반응식

HRID 576911 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

A solution of 3.2 g of 5-amino-2,4-dichloro-pyrimidine in 50 ml of ethyl acetate was added to a mixture of 25 ml of a saturated aqueous solution of sodium hydrogencarbonate and 25 ml of water. Then a solution of 4.9 g of 3,5-dimethyl-4-methoxybenzoyl chloride was added at room temperature over a period of 15 min. The mixture was mixed intensively for 4 h. Then the layers were separated and the aqueous layer was extracted twice with ethyl acetate. After drying over sodium sulfate and filtration the solvent was removed in vacuo to give 7.54 g of raw product. The raw product was triturated with 25 ml of isopropanol. After filtration and washing with 10 ml of isopropanol, 2.74 g of the title compound were obtained as a white solid.

후처리

  1. additionThe mixture was mixed intensively for 4 h
  2. customThen the layers were separated
  3. extractionthe aqueous layer was extracted twice with ethyl acetate
  4. dry with materialAfter drying over sodium sulfate and filtration the solvent
  5. customwas removed in vacuo
  6. customto give 7.54 g of raw product
  7. customThe raw product was triturated with 25 ml of isopropanol
  8. filtrationAfter filtration
  9. washwashing with 10 ml of isopropanol

출처 및 근거

ORD 기록
ord-8444d82d49904dba868f2042bb0d88cc
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040544B2

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