Water → 1-(4,6-Bis(dimethylamino)pyrimidin-2-yl)piperazine

HRID 1282182Notes

Reaction equation

HRID 1282182 reaction equation
C([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:15]=[C:14]([N:16]([CH3:18])[CH3:17])[CH:13]=[C:12]([N:19]([CH3:21])[CH3:20])[N:11]=2)[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+].O>C(O)C>[CH3:17][N:16]([CH3:18])[C:14]1[CH:13]=[C:12]([N:19]([CH3:20])[CH3:21])[N:11]=[C:10]([N:7]2[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]2)[N:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 184231391-Acetyl-4-(4,6-bis(dimethylamino)pyrimidin-2-yl)piperazine

Product 1

HCID 184231011-(4,6-Bis(dimethylamino)pyrimidin-2-yl)piperazineYield 80.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1-acetyl-4-(4,6-bis(dimethylamino)pyrimidin-2-yl)piperazine (1.3 g) and sodium hydroxide (0.5 g) in ethanol (15 ml)—water (15 ml) was refluxed under heating for 9.5 hr. The reaction mixture was concentrated under reduced pressure, and ethyl acetate was added to the residue and the mixture was washed with brine. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated to give the title compound (0.9 g) as a pale-brown oil.

Workup

  1. temperatureunder heating for 9.5 hr
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and ethyl acetate
  3. additionwas added to the residue
  4. washthe mixture was washed with brine
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-a1b0cbb35a3a42fca2892d7884be8c98
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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