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| | 5-Hydroxypyrazine-2-carboxylic acid methyl ester Basic information |
| Product Name: | 5-Hydroxypyrazine-2-carboxylic acid methyl ester | | Synonyms: | CBI-BB ZERO/008486;5-HYDROXY-PYRAZINE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 5-HYDROXYPYRAZINE-2-CARBOXYLATE;5-HYDROXY-PYRAZINE-2-CARBOXYLIC ACID METHYL ESTER 95%;Methyl 5-oxo-4,5-dihydro-2-pyrazinecarboxylate;Methyl 5-hydropyrazine-2-carboxylate;5-Hydrocy-pyrazine-2-carboxylic acid methyl ester;2-Hydroxy-5-(methoxycarbonyl)pyrazine, 2-Hydroxy-5-(methoxycarbonyl)-1,4-diazine | | CAS: | 13924-95-3 | | MF: | C6H6N2O3 | | MW: | 154.12 | | EINECS: | 1312995-182-4 | | Product Categories: | Heterocycles;Pyrazine | | Mol File: | 13924-95-3.mol |  |
| | 5-Hydroxypyrazine-2-carboxylic acid methyl ester Chemical Properties |
| 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 |
| | 5-Hydroxypyrazine-2-carboxylic acid methyl ester Usage And Synthesis |
| 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 |
| | 5-Hydroxypyrazine-2-carboxylic acid methyl ester Preparation Products And Raw materials |
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