| Identification | Back Directory | [Name]
6-Bromo-5-fluoro-2-pyridinecarboxylic acid | [CAS]
1052714-46-1 | [Synonyms]
6-BroMo-5-fluoropicolinic acid
6-Bromo-5-fluoro-2-pyridinecarboxylic acid
2-Pyridinecarboxylic acid, 6-broMo-5-fluoro- | [Molecular Formula]
C6H3BrFNO2 | [MDL Number]
MFCD13185797 | [MOL File]
1052714-46-1.mol | [Molecular Weight]
220 |
| Chemical Properties | Back Directory | [Boiling point ]
331.3±42.0 °C(Predicted) | [density ]
1.903 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
solid | [pka]
3.19±0.10(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 6-bromo-5-fluoro-2-pyridinecarboxylic acid from 2-bromo-3-fluoro-6-methylpyridine: Potassium permanganate (1.0 eq.) was added to a solution of 2-bromo-3-fluoro-6-methylpyridine (1.0 eq.) in water (30 mL). The reaction mixture was heated at 100 °C for 5 hours and then potassium permanganate (1.0 eq.) was added. After continuing to heat the reaction for 48 hours, the reaction mixture was filtered through a diatomaceous earth pad (4 cm × 2 in.) and washed with deionized water (150 mL). The combined aqueous phases were acidified with 1 N hydrochloric acid to pH = 4 and subsequently extracted with ethyl acetate (200 mL). The organic phase was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated to give 6-bromo-5-fluoro-2-pyridinecarboxylic acid in 17% yield as a white solid.LCMS (m/z): 221.9 (MH+); retention time (Rt) = 2.05 min. | [References]
[1] Patent: US2010/56576, 2010, A1. Location in patent: Page/Page column 46
[2] Patent: WO2012/4217, 2012, A1. Location in patent: Page/Page column 62-63
[3] Patent: WO2012/82689, 2012, A1. Location in patent: Page/Page column 91-92
[4] Patent: US2012/225061, 2012, A1
[5] Patent: US2012/225062, 2012, A1 |
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