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Hydrochloric Acid → 5-Bromo-n4-isopropyl-n2-(3-methylsulphanylphenyl)pyrimidine-2,4-diamine

HRID 548948
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HRID 548948 반응식
Cl.[Br:2][C:3]1[C:4]([NH:10][CH:11]([CH3:13])[CH3:12])=[N:5][C:6](Cl)=[N:7][CH:8]=1.[CH3:14][S:15][C:16]1[CH:17]=[C:18]([NH2:22])[CH:19]=[CH:20][CH:21]=1.C(=O)(O)[O-].[Na+]>O1CCOCC1.O.C(#N)C>[Br:2][C:3]1[C:4]([NH:10][CH:11]([CH3:13])[CH3:12])=[N:5][C:6]([NH:22][C:18]2[CH:19]=[CH:20][CH:21]=[C:16]([S:15][CH3:14])[CH:17]=2)=[N:7][CH:8]=1
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참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 15693Benzenamine, 3-(methylthio)-HCID 516892Sodium BicarbonateHCID 24903516(5-Bromo-2-chloropyrimidin-4-yl)isopropylamine

생성물 1

HCID 596831645-Bromo-n4-isopropyl-n2-(3-methylsulphanylphenyl)pyrimidine-2,4-diamine

시약·촉매·용매 3

HCID 962Water
용매
HCID 6342Acetonitrile용매
HCID 312751,4-Dioxane용매

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온도
50 °C

실험 절차

0.14 ml of a 4 molar solution of hydrogen chloride in dioxane and 0.17 ml of water are added to a solution of 0.152 g (0.61 mmol) of (5-bromo-2-chloropyrimidin-4-yl)-isopropylamine and 0.077 g (0.55 mmol) of 3-methylsulphanylphenylamine in 2 ml of acetonitrile, and the mixture is then stirred at 50° C. for 24 hours. After cooling, the mixture is added to saturated sodium bicarbonate solution. It is extracted with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution and dried over sodium sulphate. Removal of the solvent and recrystallization of the residue from ethyl acetate/hexane 9/1 result in 0.17 g (79% of theory) of the product.

후처리

  1. temperatureAfter cooling
  2. extractionIt is extracted with ethyl acetate
  3. washThe combined organic phases are washed with saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. customRemoval of the solvent and recrystallization of the residue from ethyl acetate/hexane 9/1
  6. customresult in 0.17 g (79% of theory) of the product

출처 및 근거

ORD 기록
ord-064e26cfaf6c47fa871be0303581f292
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07943629B2

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