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

HRID 1957931Notes

Reaction equation

HRID 1957931 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 are dissolved in 10 ml of dioxane, and 31 ml (125 mmol) of hydrogen chloride in dioxane (4 molar) are added. The mixture is stirred at RT for 2 h. The mixture is then concentrated and the residue is made alkaline using 1M aqueous sodium hydroxide solution and extracted repeatedly with dichloromethane. The combined organic phases are dried over sodium sulphate, concentrated and dried under reduced pressure.

Workup

  1. concentrationThe mixture is then concentrated
  2. extractionextracted repeatedly with dichloromethane
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. concentrationconcentrated
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-e3d56b6de5994fb9962cfd1f4d0c6f16
Source dataset
uspto-grants-2013_04
Patent number
US08410090B2

Reaction notes

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