| Identification | Back Directory | [Name]
5-BROMO-2-FLUORO-6-PICOLINE | [CAS]
375368-83-5 | [Synonyms]
5-BROMO-2-FLUORO-6-PICOLINE
5-Bromo-2-fluoro-6-methylpyridine
3-Bromo-6-fluoro-2-methylpyridine
Pyridine,3-bromo-6-fluoro-2-methyl- | [Molecular Formula]
C6H5BrFN | [MDL Number]
MFCD03095092 | [MOL File]
375368-83-5.mol | [Molecular Weight]
190.01 |
| Chemical Properties | Back Directory | [Appearance]
Light yellow powder | [Boiling point ]
189.5±35.0 °C(Predicted) | [density ]
1.592±0.06 g/cm3(Predicted) | [refractive index ]
1.5270-1.5310 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
clear liquid | [pka]
-2.07±0.10(Predicted) | [color ]
Colorless to Light yellow | [InChI]
InChI=1S/C6H5BrFN/c1-4-5(7)2-3-6(8)9-4/h2-3H,1H3 | [InChIKey]
GUYGQQWIKZLHTP-UHFFFAOYSA-N | [SMILES]
C1(C)=NC(F)=CC=C1Br |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow powder | [Uses]
5-Bromo-2-fluoro-6-methylpyridine is a Light yellow powder, it is used as an intermediate in organic synthesis and is widely used in the fields of pesticide, medicine and materials science.
| [Synthesis]
The general procedure for the synthesis of 3-bromo-2-methyl-6-fluoropyridine from 2-amino-5-bromo-6-methylpyridine was as follows: 5-bromo-2-amino-6-methylpyridine (5 g) was dissolved in pyridine hydrogen fluoride (35 mL). The reaction system was cooled to -20°C, followed by the slow addition of potassium nitrite (KNO2, 2.7 g). The reaction was continued by keeping the temperature low. Once the reaction was complete, it was slowly warmed to room temperature and stirred continuously for 4 hours. The reaction mixture was slowly poured into ice water (200 mL) and extracted with a solvent mixture of dichloromethane (50 mL) and ethyl acetate (EtOAc). The organic phases were combined, washed with 1N hydrochloric acid solution and concentrated under reduced pressure to give 5-bromo-2-fluoro-6-methylpyridine (4 g, 78% yield). | [References]
[1] Patent: CN108341769, 2018, A. Location in patent: Paragraph 0021-0023; 0025-0027
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 22, p. 3979 - 3982 |
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