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Home > Encyclopedia > 2,5-Dichloro-3-fluoropyridine

2,5-Dichloro-3-fluoropyridine

2,5-Dichloro-3-fluoropyridine structure

2,5-Dichloro-3-fluoropyridine 

structure
  • CAS No:

    103999-77-5

  • Formula:

    C5H2Cl2FN

  • Chemical Name:

    2,5-Dichloro-3-fluoropyridine

  • Synonyms:

    2,5-Dichloro-3-fluoropyridine;Pyridine, 2,5-dichloro-3-fluoro-;PubChem17526;ACMC-2098ab;3-fluoro-2,5-dichloropyridine;SCHEMBL2428713;2,5-dichloro-3 -fluoropyridine;CTK4A2585;KS-00000ICN;DTXSID00449995

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2,5-Dichloro-3-fluoropyridine Basic Attributes

166

164.95500

DTXSID00449995

2933399090

Characteristics

12.9

2.6

1.498±0.06 g/cm3(Predicted)

54-56°

172.3±35.0 °C(Predicted)

1.528

1.789mmHg at 25°C

Safety Information

IRRITANT

2,5-Dichloro-3-fluoropyridine Use and Manufacturing

Step 1. Synthesis of 5-chloro-3-fluoro-2-(trimethylstannyl)pyridine 2, 5-Dichloro-3-fluoropyridine (98%, 254 mg, 1.50 mmol) was dissolved in anhydrous 1, 4-dioxane (10 mL) in a sealable tube. Hexamethyldistannane (99%, 0.346 mL, 1.65 mmol), dichlorobis(triphenylphosphine)palladium(II) (99%, 138 mg, 0.195 mmol) and triphenylarsine (97%, 47.4 mg, 0.150 mmol) were added; the tube was then flushed with nitrogen, sealed and heated at 80 C. for 16 hours. After cooling, the reaction mixture was concentrated in vacuo and the residue was chromatographed twice on basic alumina (Gradient: 0% to 20% ethyl acetate in heptane), affording the product. Yield: 390 mg, 1.32 mmol, 88%. LCMS m/z 296.0 (M+1). 1H NMR (400 MHz, CDCl3) delta 0.34-0.49 (m, 9H), 7.29 (dd, J=6.5, 1.9 Hz, 1H), 8.59 (dd, J=2.0, 2.0 Hz, 1H).

Computed Properties

Molecular Weight:165.98
XLogP3:2.6
Hydrogen Bond Acceptor Count:2
Exact Mass:164.9548326
Monoisotopic Mass:164.9548326
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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