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Home > Encyclopedia > 3-Bromo-5-chloro-2-pyridinecarbonitrile

3-Bromo-5-chloro-2-pyridinecarbonitrile

3-Bromo-5-chloro-2-pyridinecarbonitrile structure

3-Bromo-5-chloro-2-pyridinecarbonitrile 

structure
  • CAS No:

    760207-83-8

  • Formula:

    C6H2BrClN2

  • Chemical Name:

    3-Bromo-5-chloro-2-pyridinecarbonitrile

  • Synonyms:

    2-Pyridinecarbonitrile,3-bromo-5-chloro-;3-Bromo-5-chloro-2-pyridinecarbonitrile;3-Bromo-5-chloropicolinonitrile

  • Categories:

    Organic Chemistry  >  Ketones

3-Bromo-5-chloro-2-pyridinecarbonitrile Basic Attributes

217.453

217.45

DTXSID90626657

2933399090

Characteristics

36.7

2.2

1.9±0.1 g/cm3

297.491ºC at 760 mmHg

133.7±27.3 °C

1.629

3-Bromo-5-chloro-2-pyridinecarbonitrile Use and Manufacturing

A microwave vial was charged with copper (I) cyanide (1.089 g, 12.16 mmol), 2, 3-dibromo-5-chloropyridine (3 g, 11.06 mmol), and propionitrile (15 mL). The vial was capped and irradiated in a microwave reactor at 150° C. for 2.5 hours. The solution was concentrated, diluted with DCM (25 mL), and filtered. The filtrate was concentrated, and the residue was purified by silica gel chromatography, eluting with 0-30percent EtOAc in heptanes, to afford the title compound (2 g, 9.20 mmol). MS m/z=219 (M+H).A microwave vial was charged with copper (I) cyanide (1.089 g, 12.16 mmol), 2, 3-dibromo-5-chloropyridine (3 g, 1 1.06 mmol), and propionitrile (15 mL). The vial was capped and irradiated in a microwave reactor at 150 °C for 2.5 hours. The solution was concentrated, diluted with DCM (25 mL), and filtered. The filtrate was concentrated, and the residue was purified by silica gel chromatography, eluting with 0-30percento EtOAc in heptanes, to afford the title compound (2 g, 9.20 mmol). MS m/z = 219 (M+H) A microwave vial was charged with copper (I) cyanide (1.089 g, 12.16 mmol), 2, 3-dibromo-5-chloropyridine (3 g, 11.06 mmol), and propionitrile (15 mL). The vial was capped and irradiated in a microwave reactor at 150° C. for 2.5 hours. The solution was concentrated, diluted with DCM (25 mL), and filtered. The filtrate was concentrated, and the residue was purified by silica gel chromatography, eluting with 0-30percent EtOAc in heptanes, to afford the title compound (2 g, 9.20 mmol). MS m/z=219 (M+H).A microwave vial was charged with copper(I) cyanide (1.089 g, 12.16 mmol), 2, 3-dibromo-5-chloropyridine (3 g, 11.06 mmol), and propionitrile (15 mL). The vial was capped and irradiated in a microwave reactor at 150 °C for 2.5 h. The solution was concentrated, diluted with DCM (25 mL), and filtered. The filtrate was concentrated, and the residue was purified by silica gel chromatography, eluting with 0-30percent EtOAc in heptane, to afford the title compound (2 g, 9.20 mmol). MS m/z = 219 (M+H)

Computed Properties

Molecular Weight:217.45
XLogP3:2.2
Hydrogen Bond Acceptor Count:2
Exact Mass:215.90899
Monoisotopic Mass:215.90899
Topological Polar Surface Area:36.7
Heavy Atom Count:10
Complexity:164
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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