Pyrazole → 1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole

HRID 373006

Reaction equation

HRID 373006 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16]Br)[CH2:9][CH2:8]1.[NH:18]1[CH:22]=[CH:21][CH:20]=[N:19]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:18]2[CH:22]=[CH:21][CH:20]=[N:19]2)[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 1048PyrazoleHCID 11430Potassium CarbonateHCID 147268432-(4-(4-Bromobutyl)piperazin-1-yl)pyrimidine

Product 1

HCID 110443661-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4 g (13.3 mmol) of 1-(2-pyrimidinyl)-4-(4-bromobutyl)piperazine, 1.02 g (15 mmol) of pyrazole and 2.76 g (20 mmol) of potassium carbonate in 50 ml of dimethylformamide is heated to reflux for 14 hours. The mixture is evaporated under vacuum, chloroform is added, the organic phase is washed with water, dried over sodium sulphate and evaporated under vacuum, and 3.5 g of an oil which is 1-{4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl}-1H-pyrazole are obtained.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 14 hours
  3. customThe mixture is evaporated under vacuum, chloroform
  4. additionis added
  5. washthe organic phase is washed with water
  6. dry with materialdried over sodium sulphate
  7. customevaporated under vacuum, and 3.5 g of an oil which
  8. customare obtained

Sources & evidence

ORD record
ord-88d5f208d48e4fefa8dfa751ff185f9e
Source dataset
uspto-grants-1992_11
Patent number
US05162323

Linked notes

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