Potassium Carbonate → 1-(2-Chloropyridin-4-ylmethyl)-4-acetylpiperazine

HRID 1257110

Reaction equation

HRID 1257110 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl:10][C:11]1[CH:16]=[C:15]([CH2:17]Cl)[CH:14]=[CH:13][N:12]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:10][C:11]1[CH:16]=[C:15]([CH2:17][N:7]2[CH2:8][CH2:9][N:4]([C:1](=[O:3])[CH3:2])[CH2:5][CH2:6]2)[CH:14]=[CH:13][N:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 837951-AcetylpiperazineHCID 111265732-Chloro-4-(chloromethyl)pyridine

Product 1

HCID 582851821-(2-Chloropyridin-4-ylmethyl)-4-acetylpiperazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-Acetylpiperazine (1.0 equiv) was mixed with compound 2-chloro-4-(chloro-methyl)pyridine (1.0 equiv) and K2CO3 (4 equiv) in DMF. The mixture was stirred for 1 h at rt. After removing most of the solvent, the residue was partitioned in water and EtOAc. The organic layer was separated, dried over anhydrous Na2SO4, and evaporated in vacuo. The residue was purified by flash chromatography to give the title compound as a solid.

Workup

  1. customAfter removing most of the solvent
  2. customthe residue was partitioned in water
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous Na2SO4
  5. customevaporated in vacuo
  6. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-99434ad2b24e4ade9640c921364c5de3
Source dataset
uspto-grants-2013_06
Patent number
US08461339B2

Linked notes

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