Water → 2-Bromo-1-(4-pyridin-2-yl-piperazin-1-yl)-ethanone

HRID 84763Notes

Reaction equation

HRID 84763 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[N:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(N(CC)CC)C.O>C(Cl)Cl>[Br:1][CH2:2][C:3]([N:15]1[CH2:16][CH2:17][N:12]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][N:6]=2)[CH2:13][CH2:14]1)=[O:4]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 944591-(2-Pyridyl)piperazine

Product 1

HCID 636800312-Bromo-1-(4-pyridin-2-yl-piperazin-1-yl)-ethanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

6.95 mL bromacetylbromide was dropped to 11.68 mL 1-pyridin-2-yl-piperazine and 11.23 mL triethylamine in 300 mL DCM at 0° C. The reaction was stirred 2 h at 0° C. The reaction mixture was added to water and extracted with DCM. The organic layer was dried with magesium sulfate and evaporated The residue was purified by chromatography on silica gel (DCM/MeOH 0-20%; 0.1% ammonia) to yield 23.6 g of the desired compound.

Workup

  1. extractionextracted with DCM
  2. dry with materialThe organic layer was dried with magesium sulfate
  3. customevaporated The residue
  4. customwas purified by chromatography on silica gel (DCM/MeOH 0-20%; 0.1% ammonia)

Sources & evidence

ORD record
ord-12a5ad8dff734fa2988b238e32f0d3d1
Source dataset
uspto-grants-2014_09
Patent number
US08846948B2

Reaction notes

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