Sodium Hydroxide → 3-(4-Pyridylmethylthio)pyrazine-2-carboxylic acid

HRID 1896679Notes

Reaction equation

HRID 1896679 reaction equation
C[O:2][C:3]([C:5]1[C:10]([S:11][CH2:12][C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4].[OH-].[Na+]>CO>[N:16]1[CH:17]=[CH:18][C:13]([CH2:12][S:11][C:10]2[C:5]([C:3]([OH:4])=[O:2])=[N:6][CH:7]=[CH:8][N:9]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 576811493-(4-Pyridylmethylthio)pyrazine-2-carboxylic acid methyl ester

Product 1

HCID 230938263-(4-Pyridylmethylthio)pyrazine-2-carboxylic acidYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(4-Pyridylmethylthio)pyrazine-2-carboxylic acid methyl ester (0.21 g, 0.80 mmol, Reference compound No. 16-1) was dissolved in methanol (4.0 mL), a 1 N aqueous sodium hydroxide solution (4.0 mL) was added thereto, and then the mixture was stirred at room temperature for 7 hours. The solvent was evaporated under reduced pressure, water was added to the resulting residue, and then the mixture was adjusted to approximately pH 5 with 1N hydrochloric acid under ice-cooling. The precipitated solid was filtered off to give 0.17 g of the title reference compound as a red solid. (Yield 85%)

Workup

  1. customThe solvent was evaporated under reduced pressure, water
  2. additionwas added to the resulting residue
  3. temperaturecooling
  4. filtrationThe precipitated solid was filtered off
  5. customto give 0.17 g of the title reference compound as a red solid

Sources & evidence

ORD record
ord-78ed746e46b748f3b673d5ec04de98ed
Source dataset
uspto-grants-2013_08
Patent number
US08518973B2

Reaction notes

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