2,5-Dibromo-4-picoline supplier

Name
2,5-Dibromo-4-methylpyridine
EINECS -0
CAS No. 3430-26-0
Article Data4
CAS DataBase
Density 1.911 g/cm³
Solubility
Melting Point 37-41 °C
Formula C₆H₅Br₂N
Boiling Point 262.8 °C at 760 mmHg
Molecular Weight 250.92
Flash Point 112.7 °C
Transport Information
Appearance light yellow to orange low melting solid
Safety 36/37/39-26
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 2,5-Dibromo-4-methylpyridine;
PSA 12.89000
LogP 2.91500

Synthetic route

: 624-28-2
2,5-dibromopyridine

: 74-88-4
methyl iodide

: 3430-26-0
2,5-Dibromo-4-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2,5-dibromopyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: methyl iodide In tetrahydrofuran for 0.5h;	86%

: 98198-48-2
2-amino-5-bromo-4-methylpyridine

: 3430-26-0
2,5-Dibromo-4-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2-amino-5-bromo-4-methylpyridine With hydrogen bromide; bromine; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: With sodium hydroxide In water at 20℃; pH=~ 13;	68%
Stage #1: 2-amino-5-bromo-4-methylpyridine With hydrogen bromide; bromine; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: With sodium hydroxide In water pH=~ 13;	68%

: 557-21-1
zinc(II) cyanide

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 886364-86-9
5-bromo-4-methyl-pyridine-2-carbonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 150℃; for 0.0833333h; Negishi Coupling; Microwave irradiation; regioselective reaction;	100%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 2,4,6-trivinylcyclotriboroxane*pyridine complex

: 1122090-37-2
5-bromo-4-methyl-2-vinyl-pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 15h; Suzuki Coupling; Inert atmosphere;	99%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 80℃; for 15h; Suzuki Coupling;
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 80℃; for 15h; Inert atmosphere;

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 21655-48-1, 1013625-96-1
cis-2,6-dimethylpiperazine

: (3S,5R)-1-(5-bromo-4-methylpyridin-2-yl)-3,5-dimethylpiperazine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 110℃; for 18h;	96%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 141-52-6
sodium ethanolate

: 610279-04-4
5-bromo-2-ethoxy-4-methylpyridine

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 40 - 70℃; for 2h; Time;	95%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 17933-03-8
m-tolylboronic acid

: 2,5-(m-tolyl)-4-methylpyridine

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate In water; toluene for 16h; Inert atmosphere; Reflux;	93.3%

: 4318-42-7
1-(1-methylethyl)piperazine

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 919496-46-1
1-(5-bromo-4-methylpyridin-2-yl)-3-isopropyl-piperazine

Conditions

Conditions	Yield
With pyridine for 5h; Heating / reflux;	90%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 98-80-6
phenylboronic acid

: 31686-64-3
5-bromo-4-methyl-2-phenylpyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 90℃; for 12h; Inert atmosphere;	90%
With palladium diacetate; potassium carbonate; triphenylphosphine In methanol; acetonitrile at 50℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	82%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water Reflux;	77%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 536-74-3
phenylacetylene

: 5-bromo-4-methyl-2-(phenylethynyl)pyridine

Conditions

Conditions	Yield
With copper(l) iodide; palladium(II) trifluoroacetate; palladium diacetate; diisopropylamine In methanol; acetonitrile for 24h; Reflux; Inert atmosphere; regioselective reaction;	90%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 98-80-6
phenylboronic acid

: 2,5-diphenyl-4-methylpyridine

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate monohydrate In water; toluene for 16h; Inert atmosphere; Reflux;	87.2%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In toluene at 90℃; for 12h; Schlenk technique; Inert atmosphere;	81%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In toluene at 120℃; for 2h; Inert atmosphere;	15.3 g

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 75-05-8
acetonitrile

: (5-bromo-4-methyl-pyridin-2-yl)-acetonitrile

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Metallation; Stage #2: 2,5-Dibromo-4-methylpyridine In tetrahydrofuran; hexane at -78 - 20℃; for 2.5h; Alkylation;	86%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 5122-95-2
3-Biphenylboronic acid

: 1414352-90-1
2-([1,1'-biphenyl]-3-yl)-4,5-dimethylpyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 18.33h; Inert atmosphere; Reflux;	85%

: 75-77-4
chloro-trimethyl-silane

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: C9H14BrNSi

Conditions

Conditions	Yield
Stage #1: 2,5-Dibromo-4-methylpyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 2h; Stage #2: chloro-trimethyl-silane In diethyl ether; hexane at -78 - 20℃; for 17h;	85%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 86318-61-8
(tert-butyldimethylsilyl)acetylene

: 5-bromo-2-((tert-butyldimethylsilyl)ethynyl)-4-methylpyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 50℃; for 2h; Inert atmosphere;	83.9%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 67-64-1
acetone

: 1228014-47-8
2-(5-bromo-4-methylpyridin-2-yl)propan-2-ol

Conditions

Conditions	Yield
Stage #1: 2,5-Dibromo-4-methylpyridine With n-butyllithium In hexane; toluene at -78℃; for 0.5h; Inert atmosphere; Stage #2: acetone at -78 - 20℃; for 2h;	82%
Stage #1: 2,5-Dibromo-4-methylpyridine With n-butyllithium In toluene at -78℃; Stage #2: acetone In toluene at -78 - 20℃; Stage #3: With water; ammonium chloride In toluene	63.5%
Stage #1: 2,5-Dibromo-4-methylpyridine With n-butyllithium In toluene at -78℃; for 1h; Stage #2: acetone In toluene at -78 - 20℃; for 1h;

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 936250-22-5
(2-aminopyrimidin-5-yl)boronic acid

: 1429341-51-4
5-(5-bromo-4-methylpyridin-2-yl)pyrimidin-2-amine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 2h;	82%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 2h;	82%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 4,4,5,5-tetramethyl-2-d5-phenyl[1,3,2]dioxaborolane

: C12H5(2)H5BrN

Conditions

Conditions	Yield
With palladium diacetate; triphenylphosphine; potassium hydroxide In acetonitrile at 50℃; for 18h;	81%
With palladium diacetate; potassium carbonate; triphenylphosphine In acetonitrile at 50℃; for 24h;	81%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 5720-05-8
4-methylphenylboronic acid

: 1448777-16-9
3-bromo-4-methyl-6-(p-tolyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; acetonitrile at 60℃; for 4h; Inert atmosphere;	80%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 100124-06-9
4-dibenzofurylboronic acid

: 1414352-87-6
5-bromo-2-(dibenzo[b,d]furan-4-yl)-4-methylpyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 15h; Inert atmosphere; Reflux;	72%
In 1,2-dimethoxyethane; water; ethyl acetate	72%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water for 15h; Inert atmosphere; Reflux;	72%
With potassium carbonate; Pd(PPh3)4 In 1,2-dimethoxyethane; water; ethyl acetate	28.8 g (72%)

: 930-21-2
2-azetidinone

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 1-(5-bromo-4-methylpyridin-2-yl)azetidin-2-one

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 120℃; for 19.5h; Inert atmosphere; Molecular sieve; Sealed tube;	71%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 92988-08-4
trivinylboroxin

: 1122090-37-2
5-bromo-4-methyl-2-vinyl-pyridine

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 100℃; for 4h;	70%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 100℃; for 4h;	70%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 100℃; for 4h;	70%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 100℃; for 4h;	70%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 111-25-1
1-bromo-hexane

: 2,5-dibromo-4-heptylpyridine

Conditions

Conditions	Yield
Stage #1: 2,5-Dibromo-4-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Schlenk technique; Stage #2: 1-bromo-hexane In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;	70%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 78797-58-7, 78797-59-8, 78797-62-3, 36520-39-5
azetidine hydrochloride

: 2-(azetidin-1-yl)-5-bromo-4-methylpyridine

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 90℃; for 20h;	66%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: C12H10Br2N2Te2

: 5,5'-dibromo-4,4'-dimethyl-2,2'-dipyridyl telluride

Conditions

Conditions	Yield
Stage #1: C12H10Br2N2Te2 With sodium hydroxide; hydrazine hydrate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2,5-Dibromo-4-methylpyridine In tetrahydrofuran; N,N-dimethyl-formamide for 24h; Heating;	65%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 1218791-01-5
2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole

: 1429341-63-8
5-(5-bromo-4-methylpyridin-2-yl)-2-methylthiazole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 3h;	64%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 3h;	64%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 109-86-4
2-methoxy-ethanol

: 5-bromo-2-(2-methoxyethoxy)-4-methylpyridine

Conditions

Conditions	Yield
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: 2,5-Dibromo-4-methylpyridine In tetrahydrofuran; mineral oil at 0 - 80℃;	61%
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: 2,5-Dibromo-4-methylpyridine In tetrahydrofuran; mineral oil at 0 - 80℃;	61%
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: 2,5-Dibromo-4-methylpyridine In tetrahydrofuran; mineral oil at 0 - 80℃;	61%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 1679-18-1
4-Chlorophenylboronic acid

: C12H9BrClN

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In ethanol; acetonitrile for 48h; Reflux;	61%

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: 951655-49-5
(2-oxo-1,2-dihydropyridin-3-yl)boronic acid

: 3-(5-bromo-4-methyl-2-pyridyl)-1H-pyridin-2-one

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 90℃; for 18h;	60.6%

: 773837-37-9
sodium cyanide

: 3430-26-0
2,5-Dibromo-4-methylpyridine

: copper(l) cyanide

: 886364-86-9
5-bromo-4-methyl-pyridine-2-carbonitrile

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 158℃; for 3h; sealed vessel;	58%
In N,N-dimethyl-formamide for 20h; Reflux;	42.4%

...Expand

2,5-Dibromo-4-picoline Chemical Properties

Molecular structure of 2,5-Dibromo-4-picoline (CAS NO.3430-26-0) is:

Product Name: 2,5-Dibromo-4-picoline
CAS Registry Number: 3430-26-0
IUPAC Name: 2,5-dibromo-4-methylpyridine
Molecular Weight: 250.9186 [g/mol]
Molecular Formula: C₆H₅Br₂N
XLogP3-AA: 2.9
H-Bond Donor: 0
H-Bond Acceptor: 1
Melting Point: 37-41 °C
Surface Tension: 44.9 dyne/cm
Density: 1.911 g/cm³
Flash Point: 112.7 °C
Enthalpy of Vaporization: 48.04 kJ/mol
Boiling Point: 262.8 °C at 760 mmHg
Vapour Pressure: 0.0174 mmHg at 25°C
Product Categories: blocks;Bromides;Pyridines;Pyridine;Pyridine Series;Halides;Boronic Acid;Brominated heterocyclic series

2,5-Dibromo-4-picoline Uses

2,5-Dibromo-4-picoline (CAS NO.3430-26-0) is commonly used as pharmaceutical intermediate.

2,5-Dibromo-4-picoline Safety Profile

Safty information about 2,5-Dibromo-4-picoline (CAS NO.3430-26-0) is:
Hazard Codes: Harmful Xn,Xi
Risk Statements: 36/37/38-20/21/22
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37/39-26
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Hazard Note: Harmful
HazardClass: IRRITANT

2,5-Dibromo-4-picoline Specification

2,5-Dibromo-4-picoline , its cas register number is 3430-26-0. It also can be called 2,5-Dibromo-4-methylpyridine .It is a light yellow to orange low melting solid.

Product Name

2,5-Dibromo-4-methylpyridine

Synthetic route

2,5-Dibromo-4-picoline Chemical Properties

2,5-Dibromo-4-picoline Uses

2,5-Dibromo-4-picoline Safety Profile

2,5-Dibromo-4-picoline Specification

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