Water → Ethanol, 2-(methyl-2-pyrimidinylamino)-

HRID 1613663Notes

Reaction equation

HRID 1613663 reaction equation
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:8][NH:9][CH2:10][CH2:11][OH:12].O>O1CCCC1>[CH3:8][N:9]([CH2:10][CH2:11][OH:12])[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 80162-(Methylamino)ethanolHCID 744042-Chloropyrimidine

Product 1

HCID 10419381Ethanol, 2-(methyl-2-pyrimidinylamino)-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-chloropyrimidine (10 g) and 2-methylaminoethanol in dry tetrahydrofuran (100 ml) was boiled under reflux for 3 hours. The solution was cooled, water (200 ml) was added, the mixture extracted with dichloromethane, the organic extracts were dried (MgSO4), filtered and evaporated to dryness. The residual oil was used in Preparation 5 without further purification.

Workup

  1. temperatureunder reflux for 3 hours
  2. temperatureThe solution was cooled
  3. extractionthe mixture extracted with dichloromethane
  4. dry with materialthe organic extracts were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe residual oil was used in Preparation 5 without further purification

Sources & evidence

ORD record
ord-f392676740d84447b73ca43d28392cf7
Source dataset
uspto-grants-1993_03
Patent number
US05194443

Reaction notes

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