Sodium Hydroxide → 1-(3,5,6-Trimethylpyridin-2-yl)piperazine

HRID 1804097Notes

Reaction equation

HRID 1804097 reaction equation
Cl.[CH3:2][C:3]1[C:4]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[N:5][C:6]([CH3:10])=[C:7]([CH3:9])[CH:8]=1.[OH-].[Na+]>C(OCC)(=O)C>[CH3:2][C:3]1[C:4]([N:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)=[N:5][C:6]([CH3:10])=[C:7]([CH3:9])[CH:8]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 673810521-(3,5,6-Trimethylpyridin-2-yl)piperazine hydrochloride

Product 1

HCID 584848231-(3,5,6-Trimethylpyridin-2-yl)piperazine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 1-(3,5,6-trimethylpyridin-2-yl)piperazine hydrochloride described in Preparation Example 52 were added ethyl acetate and 1N aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate and washed with saturated brine. The solvent was evaporated to give 1-(3,5,6-trimethylpyridin-2-yl)piperazine (470 mg). By reaction and treatment in the same manner as in Preparation Example 27 and using 6-bromonicotinic acid (407 mg) and 1-(3,5,6-trimethylpyridin-2-yl)piperazine (470 mg), the title compound (620 mg) was obtained.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washwashed with saturated brine
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-935f41e5e92241fabc1ccf6af9f8e68a
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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