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

HRID 1804043
Notes
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Reaction equation

HRID 1804043 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.C(OCC)(=O)C.[OH-].[Na+].[Cl-].[Na+]>O>[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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 8857Ethyl AcetateHCID 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 962
Water
Solvent

Procedure

To 1-(5-cyclopropyl-3-methylpyridin-2-yl)piperazine hydrochloride described in Preparation Example 49 was added 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 sodium chloride and water under cooling, and the mixture was extracted twice with ethyl acetate. The organic layer was dried over sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (1.43 g).

Workup

  1. additionwas added
  2. temperatureunder cooling
  3. temperatureunder cooling
  4. extractionthe mixture was extracted twice with ethyl acetate
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-db679c82dc974dbca2e4717fe69527da
Source dataset
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08354401B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes