Triethylamine → HCID 19767698, compound

HRID 1590634Notes

Reaction equation

HRID 1590634 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][NH2:5].[Cl:10][C:11]1[CH:16]=[C:15](Cl)[N:14]=[C:13]([N:18]([CH3:20])[CH3:19])[N:12]=1.C(N(CC)CC)C>C(O)C>[Cl:10][C:11]1[CH:16]=[C:15]([NH:5][CH2:4][C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=2[F:1])[N:14]=[C:13]([N:18]([CH3:20])[CH3:19])[N:12]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 666492-FluorobenzylamineHCID 27636244,6-dichloro-N,N-dimethylpyrimidin-2-amine

Product 1

HCID 19767698HCID 19767698, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Analogously to Example 12, 13.9 g (110 mmol) of 2-fluorobenzylamine, 21.3 g (110 mmol) of 4,6-dichloro-2-(N,N-dimethylamino)-pyrimidine and 11.5 g (114 mmol) of triethylamine are dissolved in 300 ml of absolute ethanol and the mixture is heated under reflux for 48 hours. After the ethanol has been removed by distillation, water is added to the residue, the product is filtered off with suction and recrystallisation from cyclohexane yields 4-chloro-2-(N,N-dimethylamino)-6-(2-fluorobenzylamino)-pyrimidine having a melting point of 71°-73°.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 48 hours
  3. customAfter the ethanol has been removed by distillation, water
  4. additionis added to the residue
  5. filtrationthe product is filtered off with suction and recrystallisation from cyclohexane

Sources & evidence

ORD record
ord-9670d7c4058e4be88c73dba8616ee77b
Source dataset
uspto-grants-1993_04
Patent number
US05204353

Reaction notes

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