2-Bromo-3-methyl-5-chloropyridine supplier

Name
2-Bromo-3-methyl-5-chloropyridine
EINECS
CAS No. 65550-77-8
Article Data2
CAS DataBase
Density 1.624
Solubility
Melting Point 40-44 °C
Formula C₆H₅BrClN
Boiling Point 240.3 °C at 760 mmHg
Molecular Weight 206.469
Flash Point 99.1 °C
Transport Information
Appearance
Safety 37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Bromo-3-methyl-5-chloropyridine;2-Bromo-5-chloro-3-methylpyridine;2-Bromo-5-chloro-3-picoline;
PSA 12.89000
LogP 2.80590

Synthetic route

: 1603-40-3
3-methylpyridin-2-ylamine

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

Conditions

Conditions	Yield
With hydrogen bromide; bromine; sodium nitrite 1.) chlorination; 2.) water, -10 deg C, 1.5 h, 0 deg C, 0.5 h; Multistep reaction;

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 579476-63-4
2-methylpyridine-4-boronic acid

: 5-chloro-2',3-dimethyl-2,4'-bipyridine

Conditions

Conditions	Yield
With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); triethylamine In water; acetone at 20℃; for 4h; Solvent; Temperature; Suzuki Coupling;	100%

: 660867-80-1
2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 5-chloro-2',3-dimethyl-2,4'-bipyridine

Conditions

Conditions	Yield
With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); TPGS-750-M; triethylamine In water; acetone at 45℃; for 31h; Solvent; Suzuki-Miyaura Coupling; Inert atmosphere;	85%

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 109-76-2
Trimethylenediamine

A: 92992-77-3
N-(5-chloro-3-methyl-2-pyridyl)-1,3-diaminopropane

B: N,N'-Bis-(5-chloro-3-methyl-pyridin-2-yl)-propane-1,3-diamine

Conditions

Conditions	Yield
In pyridine for 3.5h;	A 76% B n/a

...Expand

: 557-21-1
zinc(II) cyanide

: 52409-22-0, 51364-51-3
tris-(dibenzylideneacetone)dipalladium(0)

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 156072-84-3
5-chloro-3-methylpyridine-2-carbonitrile

Conditions

Conditions	Yield
	76%

...Expand

: 557-21-1
zinc(II) cyanide

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 156072-84-3
5-chloro-3-methylpyridine-2-carbonitrile

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl acetamide at 110℃; for 4h;	76%
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl acetamide at 110℃; for 4h;	76%
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl acetamide at 110℃; for 4h;	76%

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 107-15-3
ethylenediamine

A: 92992-98-8
2-(2-aminoethylamino)-5-chloro-3-methylpyridine

B: N,N'-Bis-(5-chloro-3-methyl-pyridin-2-yl)-ethane-1,2-diamine

Conditions

Conditions	Yield
In pyridine for 6.5h; Heating;	A 73% B n/a

...Expand

: 109-01-3
1-methyl-piperazine

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 1-(5-chloro-3-methyl-2-pyridyl)-4-methylpiperazine

Conditions

Conditions	Yield
With dichloro[4,5-bis(diphenylphosphino)-9,9’-dimethylxanthene]palladium(II); sodium t-butanolate at 75℃; Buchwald-Hartwig Coupling; Inert atmosphere;	73%

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 110-60-1
1,4-diaminobutane

A: 92993-00-5
2-(4-aminobutylamino)-5-chloro-3-methylpyridine

B: N,N'-Bis-(5-chloro-3-methyl-pyridin-2-yl)-butane-1,4-diamine

Conditions

Conditions	Yield
In pyridine for 4h; Heating;	A 72% B n/a

...Expand

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 92992-99-9
2-[2-(5-chloro-3-methylpyrid-2-ylamino)ethylamino]-5-(6-methylpyrid-3-ylmethyl)-4-pyrimidone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 73 percent / pyridine / 6.5 h / Heating 2: 86 percent / pyridine / 22 h / Heating View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 92992-78-4
2-<3-(5-chloro-3-methyl-2-pyridylamino)propylamino>-5-(6-methyl-3-pyridylmethyl)-4-pyrimidone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 76 percent / pyridine / 3.5 h 2: 83 percent / pyridine / 22 h / Heating View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 92993-01-6
2-[4-(5-chloro-3-methylpyrid-2-ylamino)butylamino]-5-(6-methylpyrid-3-ylmethyl)-4-pyrimidone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / pyridine / 4 h / Heating 2: 39 percent / 5 h / 140 °C View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 64-17-5
ethanol

: 1509949-25-0
2-bromo-5-ethoxy-3-methylpyridine

Conditions

Conditions	Yield
Stage #1: ethanol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 2-bromine-3-methyl-5-chloropyridine In N,N-dimethyl-formamide at 20℃;

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: N-(3-((4S,6S)-2-benzamido-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-chloro-3-methylpicolinamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: ethanol 3: N-ethyl-N,N-diisopropylamine / ethyl acetate View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: N-(3-((4SR,6SR)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-chloro-3-methyl-2-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 2: ethanol 3: N-ethyl-N,N-diisopropylamine / ethyl acetate 4: ammonia / methanol; dichloromethane View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 1624603-63-9
N-(5-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-6-fluoropyridin-3-yl)-5-chloro-3-methylpicolinamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 2: ethanol View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 1256790-98-3
5-chloro-3-methylpicolinamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: ethanol View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 1624603-92-4
N-(3-((4S,6S)-2-amino-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-chloro-3-methylpyridine-2-carbothioamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 2: ethanol 4: ethyl acetate; toluene View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 1624603-18-4
N-(3-((4S,6S)-2-amino-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-chloro-3-methyl-2-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: ethanol View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 886365-46-4
5-chloro-3-methylpyridine-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: ethanol View Scheme
Multi-step reaction with 2 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2.1: sodium hydroxide / ethanol / 18 h / 90 °C 2.2: pH 4 View Scheme
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C View Scheme
Multi-step reaction with 2 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2.1: sodium hydroxide / ethanol / 18 h / 90 °C 2.2: pH 4 View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 1624604-70-1
N-(3-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4,5-difluorophenyl)-5-chloro-3-methylpicolinamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: ethanol View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: N-(3-((1S,2R,5R)-4-amino-2,5-dimethyl-8,8-dioxido-8-thia-3-azabicyclo[3.2.1]oct-3-en-2-yl)-4-fluorophenyl)-5-chloro-3-methyl-2-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C 3: pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme

Yield

Multi-step reaction with 4 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C
2: sodium hydroxide / ethanol / 18 h / 90 °C
3: pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C
4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: N-(3-((1S,2R,5R)-4-amino-1,2,5-trimethyl-8,8-dioxido-8-thia-3-azabicyclo[3.2.1]oct-3-en-2-yl)-4-fluorophenyl)-5-chloro-3-methyl-2-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C 3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1.5 h / 20 °C 4: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C View Scheme

Yield

Multi-step reaction with 4 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C
2: sodium hydroxide / ethanol / 18 h / 90 °C
3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1.5 h / 20 °C
4: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: N-(3-((1R,2R,5S)-4-amino-1,2,5-trimethyl-8,8-dioxido-8-thia-3-azabicyclo[3.2.1]oct-3-en-2-yl)-4-fluorophenyl)-5-chloro-3-methyl-2-pyridinecarboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C 3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1.5 h / 20 °C 4: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C View Scheme

Yield

Multi-step reaction with 4 steps
1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C
2: sodium hydroxide / ethanol / 18 h / 90 °C
3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1.5 h / 20 °C
4: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: C32H40ClFN4O7S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C 3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1.5 h / 20 °C View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: C32H40ClFN4O7S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C 3: triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / dichloromethane / 1.5 h / 20 °C View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: C31H36ClF2N3O8S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C 3: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / tetrahydrofuran; methanol / 0.17 h View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: C31H38ClFN4O7S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl acetamide / 4 h / 110 °C 2: sodium hydroxide / ethanol / 18 h / 90 °C 3: pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 2 h / 20 °C View Scheme

: 65550-77-8
2-bromine-3-methyl-5-chloropyridine

: 98977-36-7
3-oxo-piperidine-1-carboxylic acid tert-butyl ester

: tert-butyl 3-(5-chloro-3-methylpyridin-2-yl)-3-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 2-bromine-3-methyl-5-chloropyridine With n-butyllithium In diethyl ether; hexane at -70℃; for 1.83333h; Inert atmosphere; Stage #2: 3-oxo-piperidine-1-carboxylic acid tert-butyl ester In diethyl ether; hexane at -70 - 20℃;

2-Bromo-3-methyl-5-chloropyridine Specification

This product is an organic compound with the formula C₆H₅BrClN. The systematic name of this chemical is 2-bromo-5-chloro-3-methylpyridine. With the CAS registry number 65550-77-8, it is also named as 2-Bromo-5-chloro-3-picoline. The product's categories are Pyridine; Pyridines; Boronic Acid.

The other characteristics of 5-Bromo-2-chloro-3-methyl-pyridine can be summarized as: (1)ACD/LogP: 2.77; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.77; (4)ACD/LogD (pH 7.4): 2.77; (5)ACD/BCF (pH 5.5): 75.41; (6)ACD/BCF (pH 7.4): 75.41; (7)ACD/KOC (pH 5.5): 768.17; (8)ACD/KOC (pH 7.4): 768.17; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 12.89 Å²; (13)Index of Refraction: 1.571; (14)Molar Refractivity: 41.75 cm³; (15)Molar Volume: 127 cm³; (16)Polarizability: 16.55×10^-24 cm³; (17)Surface Tension: 43 dyne/cm; (18)Enthalpy of Vaporization: 45.78 kJ/mol; (19)Vapour Pressure: 0.0593 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1cnc(Br)c(C)c1
2. InChI:InChI=1/C6H5BrClN/c1-4-2-5(8)3-9-6(4)7/h2-3H,1H3
3. InChIKey:XEHWMXAUPXFOHZ-UHFFFAOYAT

Product Name

2-Bromo-3-methyl-5-chloropyridine

Synthetic route

2-Bromo-3-methyl-5-chloropyridine Specification

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