Identification | Back Directory | [Name]
5-BROMO-2-CARBOXY-3-METHYLPYRIDINE | [CAS]
886365-43-1 | [Synonyms]
5-broMo-3-Methylpicolinic acid 5-BROMO-2-CARBOXY-3-METHYLPYRIDINE 5-bromo-3-methyl-2-pyridinecarboxylic acid 3-methyl-5-bromo-2-pyridinecarboxylic acid 2-Pyridinecarboxylicacid, 5-broMo-3-Methyl- 5-BROMO-3-METHYL-PYRIDINE-2-CARBOXYLIC ACID 5-BROMO-2-CARBOXY-3-METHYLPYRIDINE ISO 9001:2015 REACH 5-Bromo-3-methylpicolinic acid, 5-Bromo-2-carboxy-3-methylpyridine | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C7H6BrNO2 | [MDL Number]
MFCD07375125 | [MOL File]
886365-43-1.mol | [Molecular Weight]
216.032 |
Chemical Properties | Back Directory | [Melting point ]
161-163oC | [Boiling point ]
330.5±42.0 °C(Predicted) | [density ]
1.692±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
3.04±0.37(Predicted) | [color ]
Off-white |
Hazard Information | Back Directory | [Uses]
5-Bromo-3-methylpicolinic Acid is used to prepare oxazine derivatives as BACE inhibitors useful in treatment of neurological disorders. | [Synthesis]
Step B Synthesis of 5-bromo-3-methylpyridine-2-carboxylic acid: 5-bromo-3-methylpyridine-2-carbonitrile (3.9 g, 20 mmol) was dissolved in ethanol (30 mL), followed by the addition of 6.0 M aqueous sodium hydroxide solution (15 mL). The reaction mixture was stirred at 80 °C for 1.5 hours. Upon completion of the reaction, the reaction mixture was concentrated, diluted with water and extracted by partitioning with ethyl acetate (EtOAc). The aqueous phase was acidified to pH 2-3 with hydrochloric acid and the product was subsequently extracted with EtOAc. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to give the yellow solid product 5-bromo-3-methylpyridine-2-carboxylic acid (4.2 g, 98% yield). | [References]
[1] Patent: US2013/96144, 2013, A1. Location in patent: Paragraph 0390; 0391 [2] Patent: WO2008/100715, 2008, A1. Location in patent: Page/Page column 33-34 |
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