Water → 1-[(2-Methoxy-3-pyridyl)methyl]-4-piperidineethanol

HRID 1837695Notes

Reaction equation

HRID 1837695 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]1.Cl[CH2:11][C:12]1[C:13]([O:18][CH3:19])=[N:14][CH:15]=[CH:16][CH:17]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:19][O:18][C:13]1[C:12]([CH2:11][N:1]2[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8][OH:9])[CH2:3][CH2:2]2)=[CH:17][CH:16]=[CH:15][N:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 739534-PiperidineethanolHCID 149329453-(Chloromethyl)-2-methoxypyridine

Product 1

HCID 226787241-[(2-Methoxy-3-pyridyl)methyl]-4-piperidineethanol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

8.2 g of 4-piperidineethanol, 10.0 g of 3-(chloromethyl)-2-methoxypyridine and 17.5 g of potassium carbonate were suspended in 65 ml of N,N-dimethylformamide, and the mixture was stirred at room temperature for 12 hours. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, to give the title compound as a yellow oil (quantitatively).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-2ab587820f6e4d3da10ff5fa436e751f
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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