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Ethanolamine → 2-(Pyrimidin-2-ylamino)ethanol

HRID 263987
Notes
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Reaction equation

HRID 263987 reaction equation
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH2:8]([CH2:10][NH2:11])[OH:9]>O>[N:3]1[CH:4]=[CH:5][CH:6]=[N:7][C:2]=1[NH:11][CH2:10][CH2:8][OH:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 700EthanolamineHCID 744042-Chloropyrimidine

Product 1

HCID 5727142-(Pyrimidin-2-ylamino)ethanol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloropyrimidine (5 g) and ethanolamine (15 ml) were stirred for 2 hours at 140° C. After cooling, the mixture was added to water (200 ml) and continuously extracted with ethyl acetate (500 ml) for 16 hours. The organic extract was dried (MgSO4), filtered and evaporated to dryness. The title compound was obtained as a solid (m.p. 66° C.), following chromatography on silica-gel in 3% methanol in dichloromethane.

Workup

  1. temperatureAfter cooling
  2. extractioncontinuously extracted with ethyl acetate (500 ml) for 16 hours
  3. extractionThe organic extract
  4. dry with materialwas dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-eec22e33ea4a4d1fbbd28342d01ac81c
Source dataset
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05646169

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes