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

HRID 2074076Notes

Reaction equation

HRID 2074076 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 rendered alkaline using a 1M aqueous sodium hydroxide solution and extracted several times with dichloromethane. The combined organic phases are dried over sodium sulfate, concentrated and dried in vacuo.

Workup

  1. concentrationThe mixture is then concentrated
  2. extractionextracted several times with dichloromethane
  3. dry with materialThe combined organic phases are dried over sodium sulfate
  4. concentrationconcentrated
  5. customdried in vacuo

Sources & evidence

ORD record
ord-b71cabccb0344709a3929f93aa9aff49
Source dataset
uspto-grants-2011_04
Patent number
US07919489B2

Reaction notes

Loading…