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Home > Encyclopedia > 3-Bromo-2,6-difluoropyridine

3-Bromo-2,6-difluoropyridine

3-Bromo-2,6-difluoropyridine structure

3-Bromo-2,6-difluoropyridine 

structure
  • CAS No:

    80392-79-6

  • Formula:

    C5H2BrF2N

  • Chemical Name:

    3-Bromo-2,6-difluoropyridine

  • Synonyms:

    3-Bromo-2,6-difluoropyridine;Pyridine, 3-bromo-2,6-difluoro-;2,6-Difluoro-3-bromopyridine;SCHEMBL9157488;CTK5E7738;DTXSID90599695;KS-00000R5I;MFCD11044274;ZINC44831690;AKOS006307329

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

3-Bromo-2,6-difluoropyridine Basic Attributes

193.98

192.933853

DTXSID90599695

2933399090

Characteristics

12.9

2.4

1.8±0.1 g/cm3

63.2±25.9 °C

1.509

Safety Information

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

3-Bromo-2,6-difluoropyridine Use and Manufacturing

General procedure: To asolution of 3-bromo-2, 6-dichloropyridine (4.70 g, 20.7 mmol) in DMSO (103 ml)was added cesium fluoride (12.6 g, 82.9 mmol) at room temperature. The mixturewas stirred at 80 °C under air for 8 h. The mixture was poured into water atroom temperature and extracted with EtTo the solution of 3-bromo-2, 6-difluoro-pyridine (5.22 g, 25.57 mmol) in tetrahydrofuran (20 mL) at -78 C under nitrogen was added dropwise w-butyllithium (2.5M, 11 mL, 28 mmol). The reaction was maintained at -78 C for 30 min followed by addition of 2, 2- dimethyloxirane (2.7 ml, 30.7 mmol) and boron trifluoride diethyl etherate (3.9 ml, 30.7 mmol). After 2h at -78 C, the reaction was allowed to rt, quenched with water (200 ml) and extracted with dichloromethane (20 ml*3). The organic phases were combined, concentrated and the residue was purified by silica gel chromatography (eluting gradient 0-30% isopropyl acetate: heptanes) to afford the desired product as a yellow oil (1630 mg, 34% yield). MS (ESI): m/z = 188.1 [M+l]+.

Computed Properties

Molecular Weight:193.98
XLogP3:2.4
Hydrogen Bond Acceptor Count:3
Exact Mass:192.93387
Monoisotopic Mass:192.93387
Topological Polar Surface Area:12.9
Heavy Atom Count:9
Complexity:101
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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