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Potassium Carbonate → 2-[[3-[4-(2-Cyclopropylphenyl)piperazin-1-yl]propyl]methylamino]pyrimidine-4-carboxamide

HRID 373590
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HRID 373590 반응식
[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][NH:19][CH3:20])[CH2:12][CH2:11]2)[CH2:3][CH2:2]1.Cl[C:22]1[N:27]=[C:26]([C:28]([NH2:30])=[O:29])[CH:25]=[CH:24][N:23]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][N:19]([CH3:20])[C:22]3[N:27]=[C:26]([C:28]([NH2:30])=[O:29])[CH:25]=[CH:24][N:23]=3)[CH2:12][CH2:11]2)[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 2470282-Chloropyrimidine-4-carboxamideHCID 198106813-[4-(2-cyclopropylphenyl)piperazin-1-yl]-N-methylpropanamine

생성물 1

HCID 157182992-[[3-[4-(2-Cyclopropylphenyl)piperazin-1-yl]propyl]methylamino]pyrimidine-4-carboxamide수율 60.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1.25 g (4.09 mmol) of 3-[4-(2-cyclopropylphenyl)piperazin-1-yl]-N-methylpropanamine, 150 ml of acetonitrile, 0.645 g (4.09 mmol) of 2-chloropyrimidine-4-carboxamide and 1 g of potassium carbonate are introduced into a 250-ml round bottom flask fitted with a condenser and with a calcium chloride safety tube. The mixture is heated under reflux for 6 h, is allowed to return to room temperature, is partially concentrated and water and dichloromethane are added. The organic phase is separated off, is washed with water and is dried over sodium sulphate, the solvent is evaporated off and the residue is purified by chromatography on a column of silica gel. The oily product obtained crystallises from acetonitrile and is separated off by filtration, is rinsed with diethyl ether and is dried while heated under vacuum. 0.97 g of compound are finally isolated.

후처리

  1. customfitted with a condenser and with a calcium chloride safety tube
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 6 h
  4. customto return to room temperature
  5. concentrationis partially concentrated
  6. additionwater and dichloromethane are added
  7. customThe organic phase is separated off
  8. washis washed with water
  9. dry with materialis dried over sodium sulphate
  10. customthe solvent is evaporated off
  11. customthe residue is purified by chromatography on a column of silica gel
  12. customThe oily product obtained
  13. customcrystallises from acetonitrile
  14. customis separated off by filtration
  15. washis rinsed with diethyl ether
  16. customis dried
  17. temperaturewhile heated under vacuum

출처 및 근거

ORD 기록
ord-63629c67d3f442c28ce40ee5ebda7c5e
출처 데이터셋
uspto-grants-1992_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05164397

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