Hydrochloric Acid → 1-(5-Methyl-2-pyridinyl)piperazine

HRID 2277418Notes

Reaction equation

HRID 2277418 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[CH3:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:15][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 45788994tert-Butyl 4-(5-methylpyridin-2-yl)piperazine-1-carboxylate

Product 1

HCID 114807791-(5-Methyl-2-pyridinyl)piperazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

3.47 g (12.5 mmol) of 1-(tert-butyloxycarbonyl)-4-(5-methylpyridin-2-yl)piperazine is dissolved in 10 ml of dioxane and mixed with 31 ml (125 mmol) of hydrogen chloride in dioxane (4 mol). It is allowed to stir for 2 hours at room temperature. Then, it is concentrated by evaporation, the residue is alkalized with 1 M sodium hydroxide solution, and it is extracted several times with dichloromethane. The combined organic phases are dried on sodium sulfate, concentrated by evaporation, and dried in a vacuum.

Workup

  1. concentrationThen, it is concentrated by evaporation
  2. extractionis extracted several times with dichloromethane
  3. customThe combined organic phases are dried on sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customdried in a vacuum

Sources & evidence

ORD record
ord-5efd5da432fc46cdb7adb641691018bd
Source dataset
uspto-grants-2015_09
Patent number
US09133165B2

Reaction notes

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