| Identification | Back Directory | [Name]
3-BROMOISONICOTINIC ACID METHYL ESTER | [CAS]
59786-31-1 | [Synonyms]
Methyl 3-bromoisonicotinate
Methyl-3-broMoisonicotiMate
3-broMopyridine-4-carboxylate
Methyl 3-bromoisonicotinate 98%
Methyl 3-bromoisonicotinic acid
Methyl 3-bromopyridine-4-carboxylate
Methyl 3-bromo-4-pyridinecarboxylate
3-BROMOISONICOTINIC ACID METHYL ESTER
3-broMopyridin-4-carboxylic acid Methyl ester
3-BROMOPYRIDINE-4-CARBOXYLIC ACID METHYL ESTER
4-Pyridinecarboxylic acid, 3-bromo-, methyl ester
3-BROMOISONICOTINIC ACID METHYL ESTER ISO 9001：2015 REACH | [Molecular Formula]
C7H6BrNO2 | [MDL Number]
MFCD03788226 | [MOL File]
59786-31-1.mol | [Molecular Weight]
216.03 |
| Chemical Properties | Back Directory | [Boiling point ]
247℃ | [density ]
1.579 | [refractive index ]
1.56 | [Fp ]
103℃ | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
clear liquid | [pka]
0.76±0.18(Predicted) | [color ]
Colorless to Yellow to Orange | [CAS DataBase Reference]
59786-31-1 |
| Hazard Information | Back Directory | [Uses]
Methyl 3-bromoisonicotinate is an important chemical reagent, mainly used as organic synthesis or pharmaceutical intermediates for the preparation of compounds such as alkaloids, tricyclic compounds or small molecule enzyme inhibitors. | [Synthesis]
3.98 g (20 mmol, 1 eq.) of 3-bromoisonicotinic acid was dissolved in 50 ml of methanol and 4 ml of concentrated sulfuric acid was added as catalyst. The reaction mixture was heated to reflux. After completion of the reaction, it was cooled to room temperature and extracted three times with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. 2.65 g (62% yield) of methyl 3-bromoisonicotinate was obtained. The structure of the product was confirmed by 1H NMR (CDCl3): δ 4.02 (s, 3H), 7.64 (d, J = 4.9 Hz, 1H), 8.63 (d, J = 4.9 Hz, 1H), 8.88 (s, 1H). | [References]
[1] Patent: US2005/80085, 2005, A1. Location in patent: Page/Page column 12
[2] Patent: US2010/130477, 2010, A1. Location in patent: Page/Page column 58
[3] Patent: US2011/230495, 2011, A1. Location in patent: Page/Page column 23-24
[4] Advanced Synthesis and Catalysis, 2016, vol. 358, # 20, p. 3283 - 3292 |
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