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Basic Information
CAS No.: 139585-70-9
Name: 2-Bromo-5-cyanopyridine
Molecular Structure:
Molecular Structure of 139585-70-9 (2-Bromo-5-cyanopyridine)
Formula: C6H3BrN2
Molecular Weight: 183.007
Synonyms: 6-Bromonicotinonitrile;6-bromopyridine-3-carbonitrile;
EINECS: -0
Density: 1.72 g/cm3
Melting Point: 136-140 °C(lit.)
Boiling Point: 261.642 °C at 760 mmHg
Flash Point: 112.037 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36/37/39
PSA: 36.68000
LogP: 1.71578
Synthetic route
33252-28-7

6-chloronicotinonitrile

139585-70-9

2-bromo-5-cyanopyridine

Conditions
ConditionsYield
With phosphorus tribromide at 145℃; for 64h;81%
Stage #1: 6-chloronicotinonitrile With phosphorus tribromide at 145℃; for 64h;
Stage #2: With sodium hydrogencarbonate In water
81%
With phosphorus tribromide at 145℃; for 64h;61%
557-21-1

zinc(II) cyanide

223463-14-7

6-bromopyridin-3-ylboronic acid

139585-70-9

2-bromo-5-cyanopyridine

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; cesium fluoride In methanol; water at 80℃; for 2h;61%
149806-06-4

6-bromonicotinaldehyde

139585-70-9

2-bromo-5-cyanopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride; potassium carbonate / 20 °C
2: potassium carbonate; fluorosulfonyl fluoride / 12 h / 20 °C
View Scheme
864266-28-4

C6H5BrN2O

139585-70-9

2-bromo-5-cyanopyridine

Conditions
ConditionsYield
With fluorosulfonyl fluoride; potassium carbonate at 20℃; for 12h;340 mg
122306-01-8

2-bromo-5-(hydroxymethyl)pyridine

139585-70-9

2-bromo-5-cyanopyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate; fluorosulfonyl fluoride; dimethyl sulfoxide / 20 °C
2: hydroxylamine hydrochloride; potassium carbonate / 20 °C
3: potassium carbonate; fluorosulfonyl fluoride / 12 h / 20 °C
View Scheme

potassium vinyltrifluoroborate

139585-70-9

2-bromo-5-cyanopyridine

16173-99-2

6-ethenylpyridine-3-carbonitrile

Conditions
ConditionsYield
With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In methanol at 20 - 80℃; for 8h; Product distribution / selectivity; Sealed tube;99%
With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In methanol at 80℃; for 8h; Sealed tube;99%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; triethylamine In ethanol; water at 90℃; Suzuki Coupling;98%
616-47-7

1-methyl-1H-imidazole

139585-70-9

2-bromo-5-cyanopyridine

1,3-bis(5-cyanopyridin-2-yl)-1H-imidazolium bromide

Conditions
ConditionsYield
In neat (no solvent) at 190℃; for 18h; Sealed tube;98%
at 190℃; for 18h;73%
at 20 - 190℃; for 18h; Inert atmosphere;70%
In neat (no solvent) at 190℃; for 18h; Sealed tube;

[4-(9,9-dimethyl-9,10-dihydroacridin-10-yl)phenyl]boronic acid

139585-70-9

2-bromo-5-cyanopyridine

C27H21N3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tri-tert-butyl phosphine; potassium carbonate In toluene at 100℃; Inert atmosphere;98%
867-44-7

S-Methylisothiourea sulfate

139585-70-9

2-bromo-5-cyanopyridine

408350-80-1

6-(methylthio)nicotinonitrile

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 80℃; for 1h;98%

6-bromo-4-(((3S,4S)-4-methylpyrrolidin-3-yl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide hydroiodide

139585-70-9

2-bromo-5-cyanopyridine

1400580-92-8

6-bromo-4-(((3S,4S)-1-(5-cyanopyridin-2-yl)-4-methylpyrrolidin-3-yl)amino)pyrrolo[1,2-b]pyridazine-3-carboxamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 1.5h; Sealed tube;97%
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    2-Bromo-5-cyanopyridine Basic information Product Name: 2-Bromo-5-cyanopyridine Synonyms: 3-PYRIDINECARBONITRILE, 6-BROMO-;6-BROMO-NICOTINONITRILE;2-BROMO-5-CYANOPY

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    Product Name: 2-Bromo-5-cyanopyridine CAS: 139585-70-9 MF: C6H3BrN2 MW: 183.01 EINECS: 676-398-0 Mol File: 139585-70-9.mol 2-Bromo-5-cyanopyridine Structure 2-Bromo-5-cyanopyridine Chemical Properties Melting point 136-140 Boi

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Chemistry

Molecular Formula: C6H3BrN2
Molecular Weight: 183.01 g/mol
Index of Refraction: 1.611
Density: 1.72 g/cm3
Flash Point: 112 °C
Enthalpy of Vaporization: 49.94 kJ/mol
Boiling Point: 261.6 °C at 760 mmHg
Vapour Pressure: 0.0114 mmHg at 25°C
Melting point: 136-140 °C(lit.)
Structure of 2-Bromo-5-cyanopyridine (CAS NO.139585-70-9):
                           
IUPAC Name: 6-Bromopyridine-3-carbonitrile
Product Category of 2-Bromo-5-cyanopyridine (CAS NO.139585-70-9): Bromides;Carboxes;Boron, Nitrile, Thio,& TM-Cpds;Heterocycles;Pyridine series;Halides

Uses

 2-Bromo-5-cyanopyridine (CAS NO.139585-70-9) is used as pharmaceutical intermediate.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

Specification

 2-Bromo-5-cyanopyridine , its cas register number is 139585-70-9. It also can be called 3-pyridinecarbonitrile, 6-bromo- ; 6-Bromopyridine-3-carbonitrile ; and 6-Bromonicotinonitrile .