HCID 178498978, compound → HCID 57998845, compound

HRID 1093914Notes

Reaction equation

HRID 1093914 reaction equation
COC([C:5]1[C:14]([OH:15])=[N:13][C:8]2=[N:9][CH:10]=[CH:11][N:12]=[C:7]2[C:6]=1[OH:16])=O>Cl.S(=O)(=O)(O)O>[OH:16][C:6]1[C:7]2[C:8](=[N:9][CH:10]=[CH:11][N:12]=2)[NH:13][C:14](=[O:15])[CH:5]=1

Participants

4

Reactant 1

HCID 178498978HCID 178498978, compound

Product 1

HCID 57998845HCID 57998845, compoundYield 81.9%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 313Hydrochloric AcidSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 6,8-dihydroxypyrido[2,3-b]pyrazine-7-carboxylic acid methyl ester (5.0 g) in concentrated hydrochloric acid (36% by weight in water) was added a few drops of concentrated sulfuric acid at ambient temperature. The reaction mixture was then heated to 100° C. for four hours. The reaction mixture was allowed to cool to ambient temperature and stored at ambient temperature for 16 hours. Then the reaction mixture was concentrated and dried under high vacuum to give 8-hydroxy-5H-pyrido[2,3-b]pyrazin-6-one as a brown solid (3.02 g).

Workup

  1. temperatureto cool to ambient temperature
  2. concentrationThen the reaction mixture was concentrated
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-35ce3c1a32cd4ef69e1af50317f680d3
Source dataset
uspto-grants-2012_03
Patent number
US08133847B2

Reaction notes

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