Piperazine → 1-(4-Ethoxy-pyridin-2-yl)-piperazine hydrochloride

HRID 336366Notes

Reaction equation

HRID 336366 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:13]=[C:12]([O:14][CH2:15][CH3:16])[CH:11]=[CH:10][N:9]=1>C(O)CCC>[ClH:7].[CH2:15]([O:14][C:12]1[CH:11]=[CH:10][N:9]=[C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[CH:13]=1)[CH3:16]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 8172382-Chloro-4-ethoxypyridine

Product 1

HCID 866901681-(4-Ethoxy-pyridin-2-yl)-piperazine hydrochlorideYield 44%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
115 °C

Procedure

860 mg piperazine was added to 350 mg 2-chloro-4-ethoxy-pyridine in 3.5 mL n-butanol. The reaction was stirred 1.5 days at 115° C. The reaction was filtered and the filtrate was washed with water and evaporated. 1N HCl was added to the residue and the precpipate was filtered to give 238 mg of the desired product. Rt: 0.3 min (method B), (M+H)+: 208

Workup

  1. filtrationThe reaction was filtered
  2. washthe filtrate was washed with water
  3. customevaporated
  4. addition1N HCl was added to the residue
  5. filtrationthe precpipate was filtered

Sources & evidence

ORD record
ord-aa29e03f2d50462e8e58c5a4ee304661
Source dataset
uspto-grants-2014_11
Patent number
US08889677B2

Reaction notes

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