Acetic Acid → pyrrolo[1,2-a]pyrazine-8-carboxylic acid

HRID 233455Notes

Reaction equation

HRID 233455 reaction equation
C(C1[CH:4]=[CH:5][N:6]2[CH:11]=[CH:10][N:9]=[CH:8][C:7]=12)#N.S(=O)(=O)(O)O.[C:17]([OH:20])(=[O:19])[CH3:18]>O>[C:17]([C:18]1[CH:4]=[CH:5][N:6]2[CH:11]=[CH:10][N:9]=[CH:8][C:7]=12)([OH:20])=[O:19]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 23356402Pyrrolo[1,2-a]pyrazine-8-carbonitrile

Product 1

HCID 23356463pyrrolo[1,2-a]pyrazine-8-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 1 g of 8-cyanopyrrolo[1,2-a]pyrazine prepared in Preparation Example 8 were added 10 ml of concentrated sulfuric acid, 10 ml of acetic acid and 10 ml of distilled water; and the mixture was refluxed for 1 hour. The reaction mixture was cooled and poured into 100 ml of ice-water. The resulting solid was filtered and dried under reduced pressure to obtain 0.5 g of title compound.

Workup

  1. temperatureand the mixture was refluxed for 1 hour
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe resulting solid was filtered
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-33abab6d864a4d06acdcc488595a7bf7
Source dataset
uspto-grants-1997_01
Patent number
US05593984

Reaction notes

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