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Water → 4-[2-(2-Pyrimidinylamino)ethoxy]benzaldehyde

HRID 2119911
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인쇄 미리보기

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HRID 2119911 반응식
[H-].[Na+].[N:3]1[CH:8]=[CH:7][CH:6]=[N:5][C:4]=1[NH:9][CH2:10][CH2:11][OH:12].F[C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=1.O>CN(C=O)C>[N:3]1[CH:8]=[CH:7][CH:6]=[N:5][C:4]=1[NH:9][CH2:10][CH2:11][O:12][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 680234-FluorobenzaldehydeHCID 5727142-(Pyrimidin-2-ylamino)ethanol

생성물 1

HCID 100146614-[2-(2-Pyrimidinylamino)ethoxy]benzaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

Sodium hydride (1.2 g; 60% dispersion in oil) was added portionwise to a stirred solution of 2-(2-pyrimidinyl amino)ethanol (4 g) in DMF (140 ml) under an atmosphere of nitrogen. After the vigorous reaction had subsided 4-fluorobenzaldehyde (5.35 g) was added and the solution heated to 80° C. for 20 hours. After cooling the mixture was added to water (500 ml) and extracted with diethyl ether (3×300 ml). The organic extracts were washed with brine (2×200 ml), dried (MgSO4), filtered and evaporated to dryness. Chromatography of the residue on silica gel in 2% methanol in dichloromethane afforded the title compound, which was used in the next stage without further purification.

후처리

  1. customAfter the vigorous reaction
  2. additionwas added
  3. temperatureAfter cooling the mixture
  4. extractionextracted with diethyl ether (3×300 ml)
  5. washThe organic extracts were washed with brine (2×200 ml)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-7383a4a712fd4002a2559ac4d0f2a248
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06686475B2

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