| Identification | Back Directory | [Name]
2-(BroMoMethyl)-6-fluoropyridine | [CAS]
100202-78-6 | [Synonyms]
-6-fluoropyridine
2-(BroMoMethyl)-6-fluoropyridine
6-(bromomethyl)-2-fluoropyridine
Pyridine, 2-(bromomethyl)-6-fluoro- | [Molecular Formula]
C6H5BrFN | [MDL Number]
MFCD09953532 | [MOL File]
100202-78-6.mol | [Molecular Weight]
190.01 |
| Chemical Properties | Back Directory | [Boiling point ]
208.8±25.0 °C(Predicted) | [density ]
1.632±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
liquid | [pka]
-2.22±0.12(Predicted) | [color ]
Colourless to light yellow |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2-(bromomethyl)-6-fluoropyridine from 2-fluoro-6-methylpyridine was as follows: 2-fluoro-6-methylpyridine (4.32 g, 38.9 mmol), N-bromosuccinimide (NBS, 6 g, 33.7 mmol) and azobisisobutyronitrile (AIBN, 0.56 g, 3.4 mmol) were mixed in carbon tetrachloride (CCl4 , 50 mL). The reaction mixture was heated to 80°C and kept stirring for 3 hours. After completion of the reaction, it was cooled to room temperature and insoluble impurities were removed by filtration through diatomaceous earth. The filtrate was concentrated under reduced pressure and purified by silica gel column chromatography with the eluent of petroleum ether/ethyl acetate (9:1, v/v). The target fraction was collected and concentrated to give 4 g of the yellow oily product 2-(bromomethyl)-6-fluoropyridine in 54% yield. | [References]
[1] Patent: CN106749268, 2017, A. Location in patent: Paragraph 0729; 0730
[2] Patent: WO2007/2181, 2007, A2. Location in patent: Page/Page column 148-149
[3] Patent: US2010/69404, 2010, A1. Location in patent: Page/Page column 14
[4] Chemistry - A European Journal, 2016, vol. 22, # 5, p. 1602 - 1607 |
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