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2-(Dimethylamino)ethanol → 2-[(5-Bromo-2-pyridinyl)oxy]-N,N-dimethylethanamine

HRID 1365418
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HRID 1365418 반응식
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][OH:5].[H-].[Na+].[Br:9][C:10]1[CH:11]=N[C:13](Cl)=[N:14][CH:15]=1.[CH2:17]1COCC1>>[Br:9][C:10]1[CH:11]=[CH:17][C:13]([O:5][CH2:4][CH2:3][N:2]([CH3:6])[CH3:1])=[N:14][CH:15]=1
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참가 물질

5

반응물 4

HCID 79022-(Dimethylamino)ethanolHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 6066655-Bromo-2-chloropyrimidine

생성물 1

HCID 232996382-[(5-Bromo-2-pyridinyl)oxy]-N,N-dimethylethanamine

실험 절차

To a solution of N,N-dimethylethanolamine (0.36 mL) in THF (15 mL) was added sodium hydride (145 mg). After stirring at room temperature for 10 minutes, 5-bromo-2-chloropyrimidine (500 mg) was added and the mixture heated at reflux for 16 h. After cooling to room temperature, the mixture was extracted into 2 M aqueous HCl solution (30 mL) and washed with ethyl acetate (30 mL). The aqueous layer was made basic with sodium carbonate and the product extracted into ethylacetate (3×30 mL). The organic layers were dried (MgSO4) and reduced in vacuo to give [2-(5-bromo-pyridin-2-yloxy)-ethyl]-dimethylamine as a white solid.

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 16 h
  3. temperatureAfter cooling to room temperature
  4. extractionthe mixture was extracted into 2 M aqueous HCl solution (30 mL)
  5. washwashed with ethyl acetate (30 mL)
  6. extractionthe product extracted into ethylacetate (3×30 mL)
  7. dry with materialThe organic layers were dried (MgSO4)

출처 및 근거

ORD 기록
ord-05b4c4195464449f8502842f05c10377
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07888352B2

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