Methyl 3-chloropyrazine-2-carboxylate → HCID 178499101, compound

HRID 62863

Reaction equation

HRID 62863 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10](Cl)=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4].O.[SH-:13].[Na+]>CO>[CH3:1][O:2][C:3]([C:5]1[C:10]([SH:13])=[N:9][CH:8]=[CH:7][N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 1519497Methyl 3-chloropyrazine-2-carboxylateHCID 16211346Sodium hydrosulfide hydrate

Product 1

HCID 178499101HCID 178499101, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

After 3-chloro-pyrazine-2-carboxylic acid methyl ester (0.4 g, 2.3 mmol) was dissolved in MeOH (46 mL), sodium hydrosulfide monohydrate (0.65 g, 6.9 mmol) was added thereto, and the mixture was stirred at room temperature for 9 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure, and 1N HCl aqueous solution was used to adjust the pH of the reactant to 3. The reactant was extracted with EtOAc, and the organic layer was separated to obtain the title compound (0.35 g, 89%).

Workup

  1. customAfter the termination of the reaction
  2. concentrationthe reactant was concentrated under reduced pressure, and 1N HCl aqueous solution
  3. extractionThe reactant was extracted with EtOAc
  4. customthe organic layer was separated

Sources & evidence

ORD record
ord-f1f4215d401d4b258248d4ffd75b3f69
Source dataset
uspto-grants-2016_09
Patent number
US09447044B2

Linked notes

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