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866755-20-6 Usage

General Description

3-Bromo-2,6-dichloropyridine is a specific type of chemical compound that is known for its reactivity and versatility in a variety of scientific applications. This aromatic halogen compound belongs to the class of organic compounds known as pyridines and derivatives, with the formula C5H2BrCl2N. The molecular weight of this chemical is 240.89 g/mol. 3-Bromo-2,6-dichloropyridine is utilized as a reagent in the synthesis of various pharmaceutical and agrochemical products. Moreover, this compound is solid and comes under the category of halopyridines. Please handle it carefully as it might be hazardous or unsafe if mishandled.

Check Digit Verification of cas no

The CAS Registry Mumber 866755-20-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,6,6,7,5 and 5 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 866755-20:
(8*8)+(7*6)+(6*6)+(5*7)+(4*5)+(3*5)+(2*2)+(1*0)=216
216 % 10 = 6
So 866755-20-6 is a valid CAS Registry Number.
InChI:InChI=1/C5H2BrCl2N/c6-3-1-2-4(7)9-5(3)8/h1-2H

866755-20-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H27797)  3-Bromo-2,6-dichloropyridine, 95%   

  • 866755-20-6

  • 1g

  • 2724.0CNY

  • Detail

  • Alfa Aesar

  • (H27797)  3-Bromo-2,6-dichloropyridine, 95%   

  • 866755-20-6

  • 5g

  • 6282.0CNY

  • Detail

866755-20-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Bromo-2,6-dichloropyridine

1.2 Other means of identification

Product number -
Other names 3-bromo-2,6-dichloropyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:866755-20-6 SDS

866755-20-6Synthetic route

3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

sodium methylate
124-41-4

sodium methylate

3 -bromo-6-chloro-2-methoxypyridine

3 -bromo-6-chloro-2-methoxypyridine

Conditions
ConditionsYield
With methanol In acetonitrile93%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

Cyclopropylmethanol
2516-33-8

Cyclopropylmethanol

C9H9BrClNO

C9H9BrClNO

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃;80%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

4-methyl-5-nitrophenol
2042-14-0

4-methyl-5-nitrophenol

3-bromo-6-chloro-2-(4-methyl-3-nitrophenoxy)pyridine

3-bromo-6-chloro-2-(4-methyl-3-nitrophenoxy)pyridine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide for 8h; Heating; regioselective reaction;70%
With caesium carbonate In N,N-dimethyl-formamide for 8h; Heating;70%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

3-bromo-2,6-difluoropyridine
80392-79-6

3-bromo-2,6-difluoropyridine

Conditions
ConditionsYield
With cesium fluoride In dimethyl sulfoxide at 80℃; for 8h;64%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

tert-butyl 3-hydroxyazetidine-1-carboxylate
141699-55-0

tert-butyl 3-hydroxyazetidine-1-carboxylate

tert-butyl 3-((3-bromo-6-chloropyridin-2-yl)oxy)azetidine-1-carboxylate

tert-butyl 3-((3-bromo-6-chloropyridin-2-yl)oxy)azetidine-1-carboxylate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 16h;58.23%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

tert-butyl (1,3-cis)-N-(3-hydroxycyclobutyl)carbamate
389890-43-1

tert-butyl (1,3-cis)-N-(3-hydroxycyclobutyl)carbamate

tert-butyl ((1S,3S)-3-((3-bromo-6-chloropyridin-2-yl)oxy)cyclobutyl)carbamate
1349184-97-9

tert-butyl ((1S,3S)-3-((3-bromo-6-chloropyridin-2-yl)oxy)cyclobutyl)carbamate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃;56%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

aniline
62-53-3

aniline

A

3-bromo-6-chloro-N-phenylpyridin-2-amine

3-bromo-6-chloro-N-phenylpyridin-2-amine

B

5-bromo-6-chloro-N-phenylpyridin-2-amine

5-bromo-6-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;A 50%
B 27%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

3-bromo-6-chloro-2-hydrazinylpyridine

3-bromo-6-chloro-2-hydrazinylpyridine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 80℃; for 18h;44%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

A

1-(3-bromo-6-chloropyridin-2-yl)-4-methylpiperazine
1418153-18-0

1-(3-bromo-6-chloropyridin-2-yl)-4-methylpiperazine

B

1-(5-bromo-6-chloropyridin-2-yl)-4-methylpiperazine
1418153-33-9

1-(5-bromo-6-chloropyridin-2-yl)-4-methylpiperazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 140℃; for 1h; Inert atmosphere;A 30%
B 8%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

C15H12

C15H12

C20H13Cl2N

C20H13Cl2N

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 60℃; for 5h; Inert atmosphere;10%
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

A

N-benzyl-5-bromo-6-fluoropyridin-2-amine

N-benzyl-5-bromo-6-fluoropyridin-2-amine

B

N-benzyl-3-bromo-6-fluoropyridin-2-amine

N-benzyl-3-bromo-6-fluoropyridin-2-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: cesium fluoride / dimethyl sulfoxide / 8 h / 80 °C
2: potassium carbonate / dimethyl sulfoxide / 2 h / 20 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

ethanol
64-17-5

ethanol

A

3-bromo-2,6-diethoxypyridine
1310416-63-7

3-bromo-2,6-diethoxypyridine

B

3-bromo-2-chloro-6-ethoxypyridine

3-bromo-2-chloro-6-ethoxypyridine

C

3-bromo-6-chloro-2-ethoxypyridine

3-bromo-6-chloro-2-ethoxypyridine

Conditions
ConditionsYield
With sodium at 70℃; Overall yield = 87 %; Overall yield = 930 mg;
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

3-bromo-2-ethoxy-6-((4-methoxybenzyl)oxy)pyridine

3-bromo-2-ethoxy-6-((4-methoxybenzyl)oxy)pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium / 70 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C
2.2: 80 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

1-(4-(2-ethoxy-6-((4-methoxybenzyl)oxy)pyridin-3-yl)-2-fluorophenyl)-3-(4-((3-methyloxetan-3-yl)oxy)-3-(trifluoromethyl)phenyl)urea

1-(4-(2-ethoxy-6-((4-methoxybenzyl)oxy)pyridin-3-yl)-2-fluorophenyl)-3-(4-((3-methyloxetan-3-yl)oxy)-3-(trifluoromethyl)phenyl)urea

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium / 70 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C
2.2: 80 °C
3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate / 1,4-dioxane; water / 0.25 h / 110 °C / Microwave irradiation
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

1-(4-(2-ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)-3-(4-((3-methyloxetan-3-yl)oxy)-3-(trifluoromethyl)phenyl)urea

1-(4-(2-ethoxy-6-oxo-1,6-dihydropyridin-3-yl)-2-fluorophenyl)-3-(4-((3-methyloxetan-3-yl)oxy)-3-(trifluoromethyl)phenyl)urea

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium / 70 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C
2.2: 80 °C
3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate / 1,4-dioxane; water / 0.25 h / 110 °C / Microwave irradiation
4.1: trifluoroacetic acid / dichloromethane / 25 °C
4.2: pH 7
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

C9H12BrN3O

C9H12BrN3O

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: caesium carbonate / acetonitrile / 80 °C
2: hydrazine hydrate / 90 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

C10H10BrN3O2

C10H10BrN3O2

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: caesium carbonate / acetonitrile / 80 °C
2: hydrazine hydrate / 90 °C
3: acetonitrile / 4 h / 60 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

5-(cyclopropylmethoxy)-6-phenyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

5-(cyclopropylmethoxy)-6-phenyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: caesium carbonate / acetonitrile / 80 °C
2: hydrazine hydrate / 90 °C
3: acetonitrile / 4 h / 60 °C
4: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 0.83 h / 140 °C / Microwave irradiation
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

N-(2-fluoro-6-methoxybenzyl)-8-(5-methyl-1,3,4-oxadiazol-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

N-(2-fluoro-6-methoxybenzyl)-8-(5-methyl-1,3,4-oxadiazol-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: hydrazine hydrate / ethanol / 18 h / 80 °C
2.1: 1.5 h / 110 °C
3.1: ethanol / 8 h / 85 °C
4.1: N-ethyl-N,N-diisopropylamine; dmap / acetonitrile / 18 h / 90 °C / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / 12 h / 85 °C / 11400.8 Torr
6.1: lithium hydroxide monohydrate; water / methanol; tetrahydrofuran / 2 h / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; isopropyl chloroformate / dichloromethane / 1 h / 20 °C
7.2: 18 h / 20 °C
8.1: trichlorophosphate / 3 h / 110 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

8-(5-ethyl-1,2,4-oxadiazol-3-yl)-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

8-(5-ethyl-1,2,4-oxadiazol-3-yl)-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: ethanol / 8 h / 85 °C
4: N-ethyl-N,N-diisopropylamine; dmap / acetonitrile / 18 h / 90 °C / Inert atmosphere
5: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 3 h / 120 °C
6: hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine / ethanol / 18 h / 90 °C
7: toluene / 18 h / 125 °C
8: hydrogenchloride / 1,4-dioxane / 4 h / 20 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

N-(2-fluoro-6-methoxybenzyl)-8-(3-methyl-1,2,4-oxadiazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

N-(2-fluoro-6-methoxybenzyl)-8-(3-methyl-1,2,4-oxadiazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: hydrazine hydrate / ethanol / 18 h / 80 °C
2.1: 1.5 h / 110 °C
3.1: ethanol / 8 h / 85 °C
4.1: N-ethyl-N,N-diisopropylamine; dmap / acetonitrile / 18 h / 90 °C / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine / 12 h / 85 °C / 11400.8 Torr
6.1: lithium hydroxide monohydrate; water / methanol; tetrahydrofuran / 2 h / 20 °C
7.1: 1,1'-carbonyldiimidazole / dichloromethane / 2 h / 20 °C
7.2: 18 h / 20 °C
8.1: tetrabutyl ammonium fluoride / acetonitrile / 2 h / 20 °C
9.1: hydrogenchloride / 1,4-dioxane / 4 h / 20 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

8-(2,4-dimethylpyrimidin-5-yl)-6-fluoro-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

8-(2,4-dimethylpyrimidin-5-yl)-6-fluoro-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: ethanol / 8 h / 85 °C
4: Selectfluor / methanol; acetonitrile / 0.25 h / 20 °C
5: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate / water; 1,4-dioxane / 0.67 h / 110 °C / Sealed tube; Inert atmosphere
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

N-(2,3-difluoro-6-methoxybenzyl)-8-(4-((dimethylamino)methyl)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

N-(2,3-difluoro-6-methoxybenzyl)-8-(4-((dimethylamino)methyl)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: sodium hydrogencarbonate / water; 1,4-dioxane / 16 h / 95 °C / Inert atmosphere
4: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate; XPhos / 1,4-dioxane / 2 h / 120 °C / Inert atmosphere
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

N-(2-fluoro-6-methoxybenzyl)-8-(1-methyl-1H-pyrazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

N-(2-fluoro-6-methoxybenzyl)-8-(1-methyl-1H-pyrazol-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: ethanol / 8 h / 85 °C
4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate / water; 1,4-dioxane / 1 h / 90 °C / Inert atmosphere
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

N-(2-fluoro-6-methoxybenzyl)-8-(2-methylpyridin-3-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

N-(2-fluoro-6-methoxybenzyl)-8-(2-methylpyridin-3-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: ethanol / 8 h / 85 °C
4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; 1,4-dioxane / 5 h / 120 °C / Inert atmosphere; Sealed tube
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

8-(2,4-dimethylpyrimidin-5-yl)-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

8-(2,4-dimethylpyrimidin-5-yl)-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: ethanol / 8 h / 85 °C
4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate / water; 1,4-dioxane / 1 h / 110 °C / Inert atmosphere
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

N-(2-fluoro-6-methoxybenzyl)-8-(2-isobutyl-4-methylpyrimidin-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

N-(2-fluoro-6-methoxybenzyl)-8-(2-isobutyl-4-methylpyrimidin-5-yl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: ethanol / 8 h / 85 °C
4: sodium hydrogencarbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / water; 1,4-dioxane / 2 h / 100 °C / Inert atmosphere
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

8-bromo-5-chloro-[1,2,4]triazolo[4,3-a]pyridine

8-bromo-5-chloro-[1,2,4]triazolo[4,3-a]pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
View Scheme
3-bromo-2, 6-dichloropyridine
866755-20-6

3-bromo-2, 6-dichloropyridine

8-bromo-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

8-bromo-N-(2-fluoro-6-methoxybenzyl)-[1,2,4]triazolo[4,3-a]pyridin-5-amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrazine hydrate / ethanol / 18 h / 80 °C
2: 1.5 h / 110 °C
3: ethanol / 8 h / 85 °C
View Scheme

866755-20-6Upstream product

866755-20-6Relevant articles and documents

Method for preparing 2,5-dihalo- and 2,5,6-trihalopyridines

-

, (2008/06/13)

A method for preparing 2,5-dihalo- and 2,5,6-trihalopyridines corresponding to the formula SPC1 Wherein each X independently represents chloro, fluoro or bromo and R represents hydrogen, chloro, fluoro or bromo which comprises reacting a halohydrazinopyridine of one of the formulas SPC2 With an excess of an aqueous alkali metal hydroxide in the presence of a reaction medium from the group consisting of loweralkanols of 1 to 4 carbon atoms and loweralkylglycols of 2 to 4 carbon atoms.

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