3-Bromo-5-chloro-2-pyridinecarbonitrile
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3-Bromo-5-chloro-2-pyridinecarbonitrile
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CAS No:
760207-83-8
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Formula:
C6H2BrClN2
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Chemical Name:
3-Bromo-5-chloro-2-pyridinecarbonitrile
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Synonyms:
2-Pyridinecarbonitrile,3-bromo-5-chloro-;3-Bromo-5-chloro-2-pyridinecarbonitrile;3-Bromo-5-chloropicolinonitrile
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CAS No:
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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3-Bromo-5-chloro-2-pyridinecarbonitrile
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