Sodium Hydroxide → HCID 22593738, compound

HRID 1604539Notes

Reaction equation

HRID 1604539 reaction equation
[CH3:1][N:2]([C:6]1[N:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([O:16]C)=[O:15])=[CH:8][CH:7]=1)C(=O)C.[OH-].[Na+]>CO>[CH3:1][NH:2][C:6]1[N:11]=[CH:10][C:9](/[CH:12]=[CH:13]/[C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86754878HCID 86754878, compound

Product 1

HCID 22593738HCID 22593738, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of methyl (E)-3-[6-(N-methyl-N-acetylamino)pyridin-3-yl]acrylate (110 mg) in methanol (3 ml) was added 1N sodium hydroxide solution (1.1 ml) at ambient temperature and the mixture was stirred at 50° C. for 4 hours. The reaction mixture was evaporated in vacuo and was dissolved in water. The solution was adjusted to pH 6 with 1N hydrochloric acid, and the precipitate was cooled by vacuum filtration to give (E)-3-[6-(methylamino)pyridin-3-yl]acrylic acid (72 mg) as a powder.

Workup

  1. customThe reaction mixture was evaporated in vacuo
  2. dissolutionwas dissolved in water
  3. temperaturethe precipitate was cooled by vacuum filtration

Sources & evidence

ORD record
ord-1d2befb702e44c47847b9c88b0dfd5c9
Source dataset
uspto-grants-1999_11
Patent number
US05994368

Reaction notes

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