Triethylamine → HCID 49848910, compound

HRID 1404428Notes

Reaction equation

HRID 1404428 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[C:15](Cl)(=[O:19])[CH2:16][CH2:17][CH3:18].C(N(CC)CC)C>ClCCl>[N:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:19])[CH2:16][CH2:17][CH3:18])[CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8855Butyryl chlorideHCID 24761072HCID 24761072, compound

Product 1

HCID 49848910HCID 49848910, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1 eq 1-(pyridin-2-ylmethyl)piperazine hydrochloride in dry dichloromethane are added 1.5 eq butanoyl chloride and 2.5 eq triethylamine. After stirring for 6 hours at room temperature the solvent is removed in vacuo and the residue re-dissolved in ethyl acetate. The organic solution is subsequently washed with 1 M KHSO4, 5% NaHCO3 and brine. After drying over Na2SO4, ethyl acetate is removed in vacuo and the crude product is purified by column chromatography.

Workup

  1. customis removed in vacuo
  2. dissolutionthe residue re-dissolved in ethyl acetate
  3. washThe organic solution is subsequently washed with 1 M KHSO4, 5% NaHCO3 and brine
  4. dry with materialAfter drying over Na2SO4, ethyl acetate
  5. customis removed in vacuo
  6. customthe crude product is purified by column chromatography

Sources & evidence

ORD record
ord-d5a4e5b7884a49ccafda57397bf2c644
Source dataset
uspto-grants-2014_12
Patent number
US08912329B2

Reaction notes

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