6-Chloro-5-(2-propyn-1-ylamino)-2-pyrazinecarboxylic acid → HCID 20299620, compound

HRID 1733468Notes

Reaction equation

HRID 1733468 reaction equation
[Cl:1][C:2]1[C:3]([NH:11][CH2:12][C:13]#[CH:14])=[N:4][CH:5]=[C:6]([C:8]([OH:10])=[O:9])[N:7]=1>FC(F)(F)C(O)=O>[Cl:1][C:2]1[C:3]2[N:4]([C:13]([CH3:14])=[CH:12][N:11]=2)[CH:5]=[C:6]([C:8]([OH:10])=[O:9])[N:7]=1

Participants

3

Reactant 1

HCID 202996246-Chloro-5-(2-propyn-1-ylamino)-2-pyrazinecarboxylic acid

Product 1

HCID 20299620HCID 20299620, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

3-Chloro-2-(2-propyn-1-ylamino)pyrazine-5-carboxylic acid is dissolved in 100 ml trifluoroacetic acid containing 1 g of mercuric oxide and the mixture is heated 4 hours on the steam bath and concentrated under vacuum. The residue is dissolved in aqueous sodium bicarbonate and 8-chloro-3-methylimidazo[1,2-a]pyrazine-6-carboxylic acid precipitated with acetic acid by adjusting the pH to approximately 7.

Workup

  1. temperaturethe mixture is heated 4 hours on the steam bath
  2. concentrationconcentrated under vacuum
  3. dissolutionThe residue is dissolved in aqueous sodium bicarbonate
  4. custom8-chloro-3-methylimidazo[1,2-a]pyrazine-6-carboxylic acid precipitated with acetic acid

Sources & evidence

ORD record
ord-4d182f7c1e8a4142912c6ac913b7671a
Source dataset
uspto-grants-1980_12
Patent number
US04242344

Reaction notes

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