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ChemicalBook CAS DataBase List Pyrazinecarboxylic acid, 5,6-dimethyl- (8CI,9CI)
13515-06-5

Pyrazinecarboxylic acid, 5,6-dimethyl- (8CI,9CI) synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

with sodium hydroxide in methanol for 2 h;Heating / reflux;

Steps:

95.a
5,6-dimethyl-pyrazine-2-carboxylic acid: To a solution of 2,3-diaminopropionic acid (1.0 g, 9.6 mmol) in methanol (20 mL) was added butane-2,3-dione (728 μL; 11.5 mmol) and NaOH (1.4 g; 56.6 mmol). The mixture was refluxed for 2 h and then cooled to room temperature while air was bubbled through for 1 hour. The white precipitate was filtered and the gelatinous product was concentrated under vacuum. The crude product was taken up in dichloromethane, washed with 10% citric acid, dried over MgSO4 and filtered. The solvent was removed under reduced pressure to give 5,6-dimethyl-pyrazine-2-carboxylic acid as a volatile solid. The compound was used as is in the next step.

References:

Tachdjian, Catherine;Patron, Andrew P.;Adamski-Werner, Sara L.;Bakir, Farid;Chen, Qing;Darmohusodo, Vincent;Hobson, Stephen Terrence;Li, Xiaodong;Qi, Ming;Rogers, Daniel Harry;Rinnova, Marketa;Servant, Guy;Tang, Xiao-Qing;Zoller, Mark;Wallace, David;Xing, Amy;Gubernator, Klaus US2005/84506, 2005, A1 Location in patent:Page/Page column 53