Sodium Methoxide → 1-(3-Chloro-2-pyridinyl)-3-hydroxy-4-piperidinecarboxylic acid

HRID 1394087Notes

Reaction equation

HRID 1394087 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([O:16]CC)=[O:15])[CH:10]([OH:19])[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.C[O-].[Na+]>O>[Cl:1][C:2]1[C:3]([N:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH:10]([OH:19])[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 21904778HCID 21904778, compound

Product 1

HCID 219047871-(3-Chloro-2-pyridinyl)-3-hydroxy-4-piperidinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 1-(3-chloro-2-pyridinyl)-3-hydroxy-4-piperidinecarboxylate in water (55 mL) was treated with sodium methoxide (0.5 M, 8 mL, 4.0 mmol) at room temperature. After 2 hours, the mixture was concentrated under reduced pressure and the residue was purified by column chromatography to provide the title compound. MS (EI, M+H)+257.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-f7b346cc45aa4091bff265fdc7d629fb
Source dataset
uspto-grants-2008_03
Patent number
US07348343B2

Reaction notes

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