Product Name

  • Name

    5-BROMO-2,4-DICHLORO-PYRIDINE

  • EINECS
  • CAS No. 849937-96-8
  • Article Data2
  • CAS DataBase
  • Density 1.848g/cm3
  • Solubility
  • Melting Point 21-22℃
  • Formula C5H2 Br Cl2 N
  • Boiling Point 243oC at 760 mmHg
  • Molecular Weight 226.888
  • Flash Point 100.8oC
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 849937-96-8 (5-BROMO-2,4-DICHLORO-PYRIDINE)
  • Hazard Symbols
  • Synonyms 5-Bromo-2,4-dichloropyridine
  • PSA 12.89000
  • LogP 3.15090

Synthetic route

5-bromo-2-chloropyridine
53939-30-3

5-bromo-2-chloropyridine

5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

Conditions
ConditionsYield
Stage #1: 5-bromo-2-chloropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -100℃; for 0.75h;
Stage #2: With 1,1,2-Trichloro-1,2,2-trifluoroethane In tetrahydrofuran; hexane at -75℃; for 0.75h;		83%
5-bromo-pyridine-2,4-diol
80791-79-3

5-bromo-pyridine-2,4-diol

5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

Conditions
ConditionsYield
With trichlorophosphate at 130℃;
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

triethylsilyl chloride
994-30-9

triethylsilyl chloride

2,4-dichloro-5-(triethylsilyl)pyridine
837364-99-5

2,4-dichloro-5-(triethylsilyl)pyridine

Conditions
ConditionsYield
Stage #1: 5-bromo-2,4,-dichloropyridine With n-butyllithium In diethyl ether; hexane at -75℃; for 0.75h;
Stage #2: triethylsilyl chloride In diethyl ether; hexane		89%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

aniline
62-53-3

aniline

5-bromo-4-chloro-N-phenylpyridin-2-amine

5-bromo-4-chloro-N-phenylpyridin-2-amine

Conditions
ConditionsYield
With 1,1'-bis[bis(dimethylamino)phosphino]ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In 1,4-dioxane at 70℃; for 15h; Sealed tube; Inert atmosphere;86%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

ethylene glycol
107-21-1

ethylene glycol

2-((5-bromo-2-chloropyridin-4-yl)oxy)ethan-1-ol

2-((5-bromo-2-chloropyridin-4-yl)oxy)ethan-1-ol

Conditions
ConditionsYield
Stage #1: ethylene glycol With sodium hydride In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: 5-bromo-2,4,-dichloropyridine In dimethyl sulfoxide at 50℃; for 1h;		82%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-((5-bromo-2-chloropyridin-4-yl)amino)-2-methylpropan-2-ol

1-((5-bromo-2-chloropyridin-4-yl)amino)-2-methylpropan-2-ol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 100℃; for 2h;79%
oxetan-3-one
6704-31-0

oxetan-3-one

5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

3-(4,6-dichloropyridin-3-yl)oxetan-3-ol
1613239-16-9

3-(4,6-dichloropyridin-3-yl)oxetan-3-ol

Conditions
ConditionsYield
Stage #1: 5-bromo-2,4,-dichloropyridine With TurboGrignard In tetrahydrofuran at -15℃; for 1h; Inert atmosphere;
Stage #2: oxetan-3-one In tetrahydrofuran at -15 - 20℃;		72%
Stage #1: 5-bromo-2,4,-dichloropyridine With TurboGrignard In tetrahydrofuran at -15℃; for 1h; Inert atmosphere;
Stage #2: oxetan-3-one In tetrahydrofuran at -15 - 20℃;
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

cyclopropylboronic acid
411235-57-9

cyclopropylboronic acid

2,4-dichloro-5-cyclopropyl-pyridine
1613239-40-9

2,4-dichloro-5-cyclopropyl-pyridine

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 25 - 100℃; for 12h; Inert atmosphere;61%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 100℃; for 3h; Suzuki Coupling; Inert atmosphere;700 mg
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate
123855-51-6

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

tert-butyl 4-(((5-bromo-2-chloropyridin-4-yl)oxy)methyl)piperidine-1-carboxylate

tert-butyl 4-(((5-bromo-2-chloropyridin-4-yl)oxy)methyl)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate With potassium tert-butylate at 20℃; for 0.333333h;
Stage #2: 5-bromo-2,4,-dichloropyridine at 0 - 20℃; for 16h;		50%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

potassium cyclopropyltrifluoroborate
1065010-87-8

potassium cyclopropyltrifluoroborate

2,4-dichloro-5-cyclopropyl-pyridine
1613239-40-9

2,4-dichloro-5-cyclopropyl-pyridine

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; catacxium A In water; toluene at 110℃;40%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

Cyclopropylamine
765-30-0

Cyclopropylamine

5-bromo-2-chloro-N-cyclopropylpyridin-4-amine

5-bromo-2-chloro-N-cyclopropylpyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 17h;39%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

isopropylamine
75-31-0

isopropylamine

5-bromo-2-chloro-N-isopropylpyridin-4-amine

5-bromo-2-chloro-N-isopropylpyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 120℃; for 4h;37%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 120℃; for 4h;37%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

1-(2,2-difluoroethyl)-1H-pyrazol-4-ylamine
1006333-08-9

1-(2,2-difluoroethyl)-1H-pyrazol-4-ylamine

5-bromo-2-chloro-N-(1-(2,2-difluoroethyl)-1H-pyrazol-4-yl)pyridin-4-amine

5-bromo-2-chloro-N-(1-(2,2-difluoroethyl)-1H-pyrazol-4-yl)pyridin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 120℃; for 14h;35%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

trans-4-aminocyclohexan-1-ol
27489-62-9

trans-4-aminocyclohexan-1-ol

trans-4-((5-bromo-2-chloropyridin-4-yl)amino)cyclohexan-1-ol

trans-4-((5-bromo-2-chloropyridin-4-yl)amino)cyclohexan-1-ol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 0 - 120℃; for 24h;32%
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

5-bromo-2-chloropyridin-4-amine
857730-21-3

5-bromo-2-chloropyridin-4-amine

Conditions
ConditionsYield
With ammonium hydroxide at 160℃;
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-2-(dimethylamino)-5-(triethylsilyl)pyridine
849937-97-9

4-chloro-2-(dimethylamino)-5-(triethylsilyl)pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: BuLi / diethyl ether; hexane / 0.75 h / -75 °C
1.2: 89 percent / diethyl ether; hexane
2.1: H2O / 60 h / 50 °C
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-2-hydrazino-5-(triethylsilyl)pyridine
837365-02-3

4-chloro-2-hydrazino-5-(triethylsilyl)pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: BuLi / diethyl ether; hexane / 0.75 h / -75 °C
1.2: 89 percent / diethyl ether; hexane
2.1: H2NNH2 / tetrahydrofuran / 120 h / Heating
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-3-(triethylsilyl)pyridine
123506-94-5

4-chloro-3-(triethylsilyl)pyridine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: BuLi / diethyl ether; hexane / 0.75 h / -75 °C
1.2: 89 percent / diethyl ether; hexane
2.1: H2NNH2 / tetrahydrofuran / 120 h / Heating
3.1: 3.68 g / CuSO4*5H2O / H2O / 0.75 h / Heating
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-N,N-dimethylpyridin-2-amine
735255-56-8

4-chloro-N,N-dimethylpyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: BuLi / diethyl ether; hexane / 0.75 h / -75 °C
1.2: 89 percent / diethyl ether; hexane
2.1: H2O / 60 h / 50 °C
3.1: 3.37 g / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 2 h / 25 °C
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

5-bromo-2,3-dichloro-[4]pyridylamine

5-bromo-2,3-dichloro-[4]pyridylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous NH3 / 160 °C
2: concentrated aqueous HCl; aqueous H2O2
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-5-(3-hydroxyoxetan-3-yl)pyridine-2-carbonitrile
1613239-17-0

4-chloro-5-(3-hydroxyoxetan-3-yl)pyridine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: TurboGrignard / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
1.2: -15 - 20 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: TurboGrignard / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
1.2: -15 - 20 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

5-(3-hydroxyoxetan-3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carbonitrile
1613239-18-1

5-(3-hydroxyoxetan-3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: TurboGrignard / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
1.2: -15 - 20 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2.17 h / 0 - 80 °C / Inert atmosphere
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

5-(3-hydroxyoxetan-3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid
1613239-19-2

5-(3-hydroxyoxetan-3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: TurboGrignard / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
1.2: -15 - 20 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
3.1: potassium tert-butylate / N,N-dimethyl-formamide / 2.17 h / 0 - 80 °C / Inert atmosphere
4.1: potassium hydroxide / ethanol / 1 h / 100 °C / Microwave irradiation
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-5-(3-fluorooxetan-3-yl)pyridine-2-carbonitrile
1613239-33-0

4-chloro-5-(3-fluorooxetan-3-yl)pyridine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: TurboGrignard / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
1.2: -15 - 20 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
3.1: diethylamino-sulfur trifluoride / dichloromethane / 1.25 h / -75 - 0 °C
View Scheme
Multi-step reaction with 3 steps
1.1: TurboGrignard / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
1.2: -15 - 20 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
3.1: diethylamino-sulfur trifluoride / dichloromethane / 1.25 h / -78 - 0 °C
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

5-(3-fluorooxetan-3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid
1613239-34-1

5-(3-fluorooxetan-3-yl)-4-(2,2,2-trifluoroethoxy)pyridine-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: TurboGrignard / tetrahydrofuran / 1 h / -15 °C / Inert atmosphere
1.2: -15 - 20 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere
3.1: diethylamino-sulfur trifluoride / dichloromethane / 1.25 h / -75 - 0 °C
4.1: water; potassium hydroxide / 1 h / 100 °C / Microwave irradiation
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-5-cyclopropyl-pyridine-2-carbonitrile
1613239-41-0

4-chloro-5-cyclopropyl-pyridine-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium diacetate; potassium phosphate; tricyclohexylphosphine / toluene; water / 12 h / 25 - 100 °C / Inert atmosphere
2: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 1.17 h / 25 - 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: catacxium A; palladium diacetate; caesium carbonate / toluene; water / 110 °C
2: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

4-chloro-5-cyclopropyl-N'-hydroxypicolinimidamide

4-chloro-5-cyclopropyl-N'-hydroxypicolinimidamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: catacxium A; palladium diacetate; caesium carbonate / toluene; water / 110 °C
2: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C
3: hydroxylamine hydrochloride; triethylamine / ethanol / 90 °C
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

5-tert-butyl-3-(4-chloro-5-cyclopropylpyridin-2-yl)-1,2,4-oxadiazole

5-tert-butyl-3-(4-chloro-5-cyclopropylpyridin-2-yl)-1,2,4-oxadiazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: catacxium A; palladium diacetate; caesium carbonate / toluene; water / 110 °C
2: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C
3: hydroxylamine hydrochloride; triethylamine / ethanol / 90 °C
4: triethylamine / N,N-dimethyl-formamide / 20 - 110 °C
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

5-tert-butyl-3-[5-cyclopropyl-4-[(2S)-1,1,1-trifluoropropan-2-yl]oxypyridin-2-yl]-1,2,4-oxadiazole

5-tert-butyl-3-[5-cyclopropyl-4-[(2S)-1,1,1-trifluoropropan-2-yl]oxypyridin-2-yl]-1,2,4-oxadiazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: catacxium A; palladium diacetate; caesium carbonate / toluene; water / 110 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C
3.1: hydroxylamine hydrochloride; triethylamine / ethanol / 90 °C
4.1: triethylamine / N,N-dimethyl-formamide / 20 - 110 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 20 °C
5.2: 0.5 h / 100 °C / Microwave irradiation
View Scheme
5-bromo-2,4,-dichloropyridine
849937-96-8

5-bromo-2,4,-dichloropyridine

1-[2-(5-tert-butyl-1,2,4-oxadiazol-3-yl)-5-cyclopropylpyridin-4-yl]pyrrolidin-3-ol

1-[2-(5-tert-butyl-1,2,4-oxadiazol-3-yl)-5-cyclopropylpyridin-4-yl]pyrrolidin-3-ol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: catacxium A; palladium diacetate; caesium carbonate / toluene; water / 110 °C
2.1: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) / N,N-dimethyl-formamide / 2 h / 100 °C
3.1: hydroxylamine hydrochloride; triethylamine / ethanol / 90 °C
4.1: triethylamine / N,N-dimethyl-formamide / 20 - 110 °C
5.1: potassium carbonate / 1-methyl-pyrrolidin-2-one / 0.25 h / 20 °C
5.2: 1.5 h / 200 °C / Microwave irradiation
View Scheme

5-Bromo-2,4-dichloropyridine Chemical Properties

Molecule structure of 5-Bromo-2,4-dichloropyridine (CAS NO.849937-96-8):

Molecular Weight: 226.8861 g/mol
Molecular Formula: C5H2BrCl2N 
Density: 1.848 g/cm3 
Boiling Point: 243 °C at 760 mmHg 
Flash Point: 100.8 °C
Index of Refraction: 1.597
Molar Refractivity: 41.82 cm3
Molar Volume: 122.7 cm3
Polarizability: 16.58×10-24 cm3
Surface Tension: 48.3 dyne/cm 
Enthalpy of Vaporization: 46.06 kJ/mol
Vapour Pressure: 0.0512 mmHg at 25°C 
InChI: InChI=1/C5H2BrCl2N/c6-3-2-9-5(8)1-4(3)7/h1-2H
InChIKey: SGCSNJNPPSSPKZ-UHFFFAOYAY
Std. InChI: InChI=1S/C5H2BrCl2N/c6-3-2-9-5(8)1-4(3)7/h1-2H 
Std. InChIKey: SGCSNJNPPSSPKZ-UHFFFAOYSA-N 
Product Categories of 5-Bromo-2,4-dichloropyridine (CAS NO.849937-96-8): Variety of halogenated heterocyclic series

5-Bromo-2,4-dichloropyridine Specification

 5-Bromo-2,4-dichloropyridine (CAS NO.849937-96-8) is also named as Pyridine, 5-bromo-2,4-dichloro- .

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