| Identification | Back Directory | [Name]
5-Hydroxypyrazine-2-carboxylic acid methyl ester | [CAS]
13924-95-3 | [Synonyms]
CBI-BB ZERO/008486
Methyl 5-hydropyrazine-2-carboxylate
METHYL 5-HYDROXYPYRAZINE-2-CARBOXYLATE
methyl-5-hydroxy-2-pyrazinecarboxylate
methyl 6-oxo-1H-pyrazine-3-carboxylate
Methyl 5-hydroxypyrazine-2-carboxylate 95%
methyl 5-oxo-4,5-dihydropyrazine-2-carboxylate
Methyl 5-oxo-4,5-dihydro-2-pyrazinecarboxylate
5-Hydrocy-pyrazine-2-carboxylic acid methyl ester
5-HYDROXY-PYRAZINE-2-CARBOXYLIC ACID METHYL ESTER
5-HYDROXY-PYRAZINE-2-CARBOXYLIC ACID METHYL ESTER 95%
Pyrazinecarboxylic acid, 4,5-dihydro-5-oxo-, methyl ester
2-Pyrazinecarboxylic acid, 4,5-dihydro-5-oxo-, methyl ester
5-Hydroxypyrazine-2-carboxylic acid methyl ester ISO 9001：2015 REACH
2-Hydroxy-5-(methoxycarbonyl)pyrazine, 2-Hydroxy-5-(methoxycarbonyl)-1,4-diazine | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C6H6N2O3 | [MDL Number]
MFCD08273469 | [MOL File]
13924-95-3.mol | [Molecular Weight]
154.12 |
| Chemical Properties | Back Directory | [Melting point ]
183-185 °C | [density ]
1.39 | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
10.55±0.40(Predicted) | [Appearance]
White to light brown Solid |
| Hazard Information | Back Directory | [Uses]
5-Hydroxypyrazine-2-carboxylic Acid Methyl Ester is a metabolite of Pyrazinamide (P840600), an antibacterial (tuberculostatic). | [Synthesis]
General procedure for the synthesis of methyl 5-hydroxypyrazine-2-carboxylate from methanol and 5-oxo-4,5-dihydropyrazine-2-carboxylic acid: Acetyl chloride (152 mL, 2.08 mol) was slowly added dropwise to methanol (5 L) at -20 °C. After the dropwise addition was completed, stirring was continued at this temperature for 30 minutes. Subsequently, 5-hydroxypyrazine-2-carboxylic acid (100 g, 714 mmol) was added and the mixture was heated to reflux and the reaction was maintained for 2 hours. Upon completion of the reaction, the solvent was removed by vacuum concentration and the residue was recrystallized from methanol (400 mL) to give 71 g (464 mmol) of methyl 5-hydroxypyrazine-2-carboxylate in 65% yield. | [References]
[1] Patent: WO2013/14567, 2013, A1. Location in patent: Page/Page column 80-81
[2] Patent: EP2239253, 2010, A1. Location in patent: Page/Page column 96
[3] Patent: EP1452525, 2004, A1. Location in patent: Page 15 |
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