Sodium Hydroxide → 1-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

HRID 2411211Notes

Reaction equation

HRID 2411211 reaction equation
Cl.[CH:2]1([C:5]2[CH:6]=[C:7]([CH3:17])[C:8]([N:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[N:9][CH:10]=2)[CH2:4][CH2:3]1.[OH-].[Na+]>C(OCC)(=O)C>[CH:2]1([C:5]2[CH:6]=[C:7]([CH3:17])[C:8]([N:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)=[N:9][CH:10]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 673810911-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 584847181-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

1-(5-Cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride described in Preparation Example 82 was suspended in ethyl acetate (50 mL), 1N aqueous sodium hydroxide solution (10 mL) was added under cooling, and the mixture was stirred. To the reaction mixture were added under cooling sodium chloride and water, and the mixture was extracted twice with ethyl acetate. The organic layer was dried over sodium sulfate, and the solvent was evaporated to give the title compound (1.43 g).

Workup

  1. temperatureunder cooling
  2. additionTo the reaction mixture were added under cooling sodium chloride
  3. extractionwater, and the mixture was extracted twice with ethyl acetate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-ef8797903d834f9ebbc78e8a724d7643
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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