Piperazine → HCID 22349876, compound

HRID 896218Notes

Reaction equation

HRID 896218 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:7]([C:11]1[N:16]=[C:15](Cl)[CH:14]=[C:13]([CH:18]([F:20])[F:19])[N:12]=1)([CH3:10])([CH3:9])[CH3:8]>C(O)C>[C:7]([C:11]1[N:16]=[C:15]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[CH:14]=[C:13]([CH:18]([F:19])[F:20])[N:12]=1)([CH3:10])([CH3:8])[CH3:9]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 22349860HCID 22349860, compound

Product 1

HCID 22349876HCID 22349876, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
78 °C

Procedure

6.3 g of piperazine (73.5 mmol) were dissolved in 50 ml of ethanol. 2.31 g of 2-tert-butyl-4-chloro-6-difluoromethyl-pyrimidine (10.5 mmol) were added and the mixture was stirred for 3 h at 78° C. The solvent was evaporated and the residue was added slowly to 100 ml of water. After cooling, the pH was adjusted to 12 with 2 N aqueous sodium hydroxide, and aqueos layer was extracted with dichloromethane. The organic layer was dried over magnesium sulfate, filtered and the solvent was evaporated to yield 2.34 g of the title compound.

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was added slowly to 100 ml of water
  3. temperatureAfter cooling
  4. extractionwas extracted with dichloromethane
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated

Sources & evidence

ORD record
ord-6cd42610f81f4a068a02be886b534a00
Source dataset
uspto-grants-2005_07
Patent number
US06919342B2

Reaction notes

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