METHYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE manufacturers
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| | METHYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE Basic information |
| Product Name: | METHYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE | | Synonyms: | METHYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE;5-(Bromomethyl)pyridine-2-carboxylic acid methyl ester;Methyl 5-(bromomethyl)picolinate;5-Bromomethyl-2-(1-methoxy-vinyl)-pyridine;2-Pyridinecarboxylic acid, 5-(bromomethyl)-, methyl ester;THYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE | | CAS: | 55876-84-1 | | MF: | C8H8BrNO2 | | MW: | 230.06 | | EINECS: | | | Product Categories: | | | Mol File: | 55876-84-1.mol |  |
| | METHYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE Chemical Properties |
| Boiling point | 334℃ | | density | 1.533 | | Fp | 156℃ | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 0.78±0.10(Predicted) | | Appearance | White to off-white Solid |
| | METHYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE Usage And Synthesis |
| Synthesis | General procedure for the synthesis of 5-bromomethylpyridine-2-carboxylic acid methyl ester from 5-methylpyridine-2-carboxylic acid: in a 500 mL round bottom flask, N-bromosuccinimide (NBS, 14.13 g, 79.38 mmol, 1.20 eq.) and azobisisobutyronitrile (AIBN, 217 mg, 1.32 mmol, 0.02 eq.) were added to a 5- methyl pyridine-2-carboxylate (10 g, 66.15 mmol, 1.00 equiv) in a solution of carbon tetrachloride (CCl4, 200 mL). The reaction mixture was stirred at 80 °C for 16 hours. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (5% to 25% gradient) as eluent to afford methyl 5-bromomethylpyridine-2-carboxylate (9.6 g, 57% yield) as a yellow solid. Mass spectrum (MS): m/z = 229.9 [M + H]+. | | References | [1] Patent: US2016/96834, 2016, A1. Location in patent: Paragraph 0328
[2] Patent: WO2007/22371, 2007, A2. Location in patent: Page/Page column 90
[3] Patent: WO2012/80221, 2012, A1. Location in patent: Page/Page column 84
[4] Patent: US2013/274260, 2013, A1. Location in patent: Paragraph 0622-0623
[5] Patent: WO2013/3505, 2013, A1. Location in patent: Page/Page column 58 |
| | METHYL-5-BROMOMETHYLPYRIDINE-2-CARBOXYLATE Preparation Products And Raw materials |
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