5-Bromo-2-picoline supplier

Name
5-Bromo-2-methylpyridine
EINECS -0
CAS No. 3430-13-5
Article Data16
CAS DataBase
Density 1.494 g/cm³
Solubility
Melting Point 32-36 °C
Formula C₆H₆BrN
Boiling Point 182.7 °C at 760 mmHg
Molecular Weight 172.024
Flash Point 64.3 °C
Transport Information
Appearance Light yellow cryst.
Safety 26-36-36/37/39
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 5-Bromo-2-methylpyridine;2-Methyl-5-bromopyridine;Pyridine, 5-bromo-2-methyl-;5-bormo-2-methylpyridine;
PSA 12.89000
LogP 2.15250

Synthetic route

: 80287-53-2, 3430-14-6
5-Amino-2-methylpyridine

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
Stage #1: 5-Amino-2-methylpyridine With hydrogen bromide; bromine at -20 - -15℃; for 1.66667h; Stage #2: With sodium nitrite In water at 20℃; for 1h; Stage #3: With sodium hydroxide In water at -15 - 20℃; for 1h;	99%
Stage #1: 5-Amino-2-methylpyridine With hydrogen bromide; bromine In water at -20 - -15℃; for 1.66667h; Stage #2: With sodium hydroxide; sodium nitrite In water at -25 - 20℃; for 1h; Time;	99%
With potassium nitrite; sulfuric acid anschliessend Behandeln mit Kupfer(I)-bromid;

: 5-bromo-2-pyridylacetic acid hydrochloride

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
at 180℃; under 33 Torr;	61%

: 109-06-8
α-picoline

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
With aluminium trichloride; bromine at 100℃; for 2.5h;	11%
With aluminum (III) chloride; bromine

: 14401-91-3
picoline hydrochloride

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
With bromine Erhitzen des Reaktionsprodukts auf 130grad;

: 109-06-8
α-picoline

A: 3430-13-5
5-bromo-2-methylpyridine

B: 38749-79-0
3-bromo-2-picoline

Conditions

Conditions	Yield
With aluminium trichloride; bromine at 100℃; for 0.5h;	A 14.4 g B 9.5 g
With aluminium trichloride; bromine at 100℃; for 19h;	A n/a B 4.2 g

: 6960-22-1
6-methylnicotinamide

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOCl; aqueous KOH 2: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid View Scheme

: 21684-59-3
ethyl 6-methylnicotinate

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous NH3 2: NaOCl; aqueous KOH 3: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid View Scheme
Multi-step reaction with 5 steps 1: N2H4+H2O 2: KNO2; aqueous HCl 4: aqueous KOH 5: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid View Scheme

: 197079-25-7
6-methylpyridine-3-carbohydrazide

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: KNO2; aqueous HCl 3: aqueous KOH 4: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid View Scheme

: 64038-04-6
6-methyl-nicotinoyl azide

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: aqueous KOH 3: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid View Scheme

: 247077-42-5
(6-methyl-[3]pyridyl)-carbamic acid ethyl ester

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous KOH 2: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid View Scheme

: 858844-85-6
1,3-bis(6-methylpyridin-3-yl)urea

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated aqueous HCl / 130 °C 2: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid View Scheme

: 1121-78-4
5-Hydroxy-2-methylpyridine

: 3430-13-5
5-bromo-2-methylpyridine

: 3222-48-8
6-methylnicotinonitrile

: 3430-13-5
5-bromo-2-methylpyridine

Conditions

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Reflux;

: 3430-13-5
5-bromo-2-methylpyridine

: 31181-64-3
5-bromo-2-methyl-pyridine-N-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform at 0 - 20℃; for 2h;	100%
Stage #1: 5-bromo-2-methylpyridine With dihydrogen peroxide; acetic acid In dichloromethane at 50℃; for 18h; Stage #2: With potassium carbonate In dichloromethane; water pH=9;	99%
With 3-chloro-benzenecarboperoxoic acid In chloroform at 20℃; for 4h;	99%

: 3430-13-5
5-bromo-2-methylpyridine

: 73183-34-3
bis(pinacol)diborane

: 2-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 85℃; for 16h; Suzuki Coupling;	100%
With (C5H5FeC5H3C(CH3)NC6H4CH3)PdCl(tricyclohexylphosphine); potassium acetate In 1,4-dioxane at 100℃; for 6h; Suzuki coupling; Inert atmosphere;
With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate In N,N-dimethyl-formamide at 80℃; for 16h;

: 3430-13-5
5-bromo-2-methylpyridine

: 695-17-0
3-iodo-6-methylpyridine

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at -10℃; for 0.5h; Stage #2: With iodine In tetrahydrofuran at 0℃; for 2h;	99.5%

: 3430-13-5
5-bromo-2-methylpyridine

: 67033-70-9
tert-butyl(trimethylsilyl)phosphine

: tert-butyl(6-methyl-3-pyridyl)phosphine

Conditions

Conditions	Yield
bis-triphenylphosphine-palladium(II) chloride at 100℃; for 20h;	99%

: 3430-13-5
5-bromo-2-methylpyridine

: 100124-06-9
4-dibenzofurylboronic acid

: 1062229-27-9
5-(dibenzo[b,d]furan-4-yl)-2-methylpyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; Inert atmosphere;	99%

: 3430-13-5
5-bromo-2-methylpyridine

: 782428-98-2
6-aminomethylpyridine-3-carbonitrile

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-methylpyridine With iminodicarboxylic acid di-tert-butyl ester; sodium hydride In tetrahydrofuran at 5 - 20℃; Stage #2: With hydrogenchloride In methanol at 0 - 20℃; for 3h;	97%

: 541-58-2
2,4-dimethylthiazole

: 3430-13-5
5-bromo-2-methylpyridine

: 2,4-dimethyl-5-(6-methylpyridin-3-yl)thiazole

Conditions

Conditions	Yield
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h;	97%

: 3430-13-5
5-bromo-2-methylpyridine

: 768-35-4
3-fluorophenylboronic acid

: 713143-67-0
5-(3-fluorophenyl)-2-methylpyridine

Conditions

Conditions	Yield
With potassium phosphate; {2-[2-(di(2-naphthyloxy)phosphinoxy)-3,5-bis(tert-butyl)phenyl]-4,6-bis(tert-butyl)phenoxy}di(2-naphthyloxy)phosphine; (1,5-cyclo-octadiene) nickel complexes In toluene at 80℃; for 6h;	96%

: 300-87-8
3,5-dimethyl-1,2-oxazole

: 3430-13-5
5-bromo-2-methylpyridine

: 3,5-dimethyl-4-(6-methylpyridin-3-yl)isoxazol

Conditions

Conditions	Yield
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction;	96%

: 616-47-7
1-methyl-1H-imidazole

: 3430-13-5
5-bromo-2-methylpyridine

: 2-methyl-5-(1-methyl-1H-imidazol-5-yl)pyridine

Conditions

Conditions	Yield
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction;	96%

: 3430-13-5
5-bromo-2-methylpyridine

: 104-86-9
4-chlorobenzylamine

: (E)-5-bromo-2-(4-chlorostyryl)pyridine

Conditions

Conditions	Yield
With 1,10-phenanthroline-5,6-dione; trifluorormethanesulfonic acid; oxygen In chlorobenzene at 120℃; under 760.051 Torr; for 24h;	96%

: 3430-13-5
5-bromo-2-methylpyridine

: 5350-57-2
benzophenone hydrazone

: 337533-94-5
N-benzhydrylidene-N'-(6-methyl-pyridin-3-yl)-hydrazine

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate	95%

: 3430-13-5
5-bromo-2-methylpyridine

: 115-19-5
2-methyl-but-3-yn-2-ol

: 52535-35-0
2-methyl-4-(6-methylpyridin-3-yl)but-3-yn-2-ol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine at 60℃; for 6h;	95%

: 3430-13-5
5-bromo-2-methylpyridine

: 100-53-8
phenylmethanethiol

: 907202-06-6
5-(benzylthio)-2-methylpyridine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 100℃; for 16h; Inert atmosphere;	95%
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 110℃; for 3h;	94%

: 3430-13-5
5-bromo-2-methylpyridine

: 1739-84-0
1,2-dimethyl-1H-imidazole

: 5-(1,2-dimethyl-1H-imidazol-5-yl)-2-methylpyridine

Conditions

Conditions	Yield
With C68H64Cl3N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Reagent/catalyst; regioselective reaction;	95%

: 3430-13-5
5-bromo-2-methylpyridine

: 1380445-20-4
2-[3-{(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)phenyl}-5-(9-phenanthryl)phenyl]-4,6-diphenyl-1,3,5-triazine

: 4,6-diphenyl-2-[3-(6-methylpyridin-3-yl)-5-(9-phenanthryl)phenyl]-1,3,5-triazine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; XPhos In 1,4-dioxane; water at 80℃; for 24h; Inert atmosphere;	94%

: 3430-13-5
5-bromo-2-methylpyridine

: 100-52-7
benzaldehyde

: 5-(α-hydroxybenzyl)-2-methylpyridine

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at -10℃; for 0.5h; Stage #2: benzaldehyde In tetrahydrofuran at 0℃; for 2h;	93%

: 3430-13-5
5-bromo-2-methylpyridine

: 6258-60-2
p-methoxybenzylmercaptan

: 5-(4-methoxybenzylsulfanyl)-2-methylpyridine

Conditions

Conditions	Yield
With C47H54OP2PdSi2; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 100℃; for 1h; Sealed tube; Inert atmosphere;	92%
With N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 7h; Heating;	85%
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane for 7h; Suzuki-Miyaura reaction; Heating / reflux;	85%

: 3430-13-5
5-bromo-2-methylpyridine

: 106-95-6
allyl bromide

: 5-allyl-2-methyl-pyridine

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at -10℃; for 0.5h; Stage #2: allyl bromide In tetrahydrofuran at 0℃; for 2h;	92%

: 3430-13-5
5-bromo-2-methylpyridine

: 98-80-6
phenylboronic acid

: 3256-88-0
5-phenyl-2-picoline

Conditions

Conditions	Yield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 140℃; for 0.25h; Inert atmosphere; Microwave irradiation;	92%
With 1-butyl-3-methylimidazolium hexafluorophosphate; palladium diacetate; sodium carbonate In water at 80℃; for 12h; Suzuki coupling; Inert atmosphere;	86%
With potassium phosphate; [Pd2(3,4-dichloroacetophenone thiosemicarbazone)2(bis(diphenylphosphino)ferrocene)] In N,N-dimethyl-formamide at 130℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;	73%

: 3430-13-5
5-bromo-2-methylpyridine

: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

: 1605315-09-0
9-(6-methylpyridin-3-yl)purin-6-amine

Conditions

Conditions	Yield
With N4,N7-bis(2-hydroxyethyl)-1,10-phenanthroline-4,7-diamine; sodium L-ascorbate; potassium hydroxide; copper(I) bromide In water; N,N-dimethyl-formamide at 120℃; for 48h; Inert atmosphere; Sealed tube; regioselective reaction;	92%

: 534-22-5
2-methylfuran

: 3430-13-5
5-bromo-2-methylpyridine

: 2-methyl-5-(5-methylfuran-2-yl)pyridine

Conditions

Conditions	Yield
With [Pd(IPr*IMe)An(3-Cl-pyridinyl)Cl2]; potassium carbonate; acetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction;	92%

: 3430-13-5
5-bromo-2-methylpyridine

: 100-46-9
benzylamine

: (E)-5-bromo-2-styrylpyridine

Conditions

Conditions	Yield
With 1,10-phenanthroline-5,6-dione; trifluorormethanesulfonic acid; oxygen In chlorobenzene at 120℃; under 760.051 Torr; for 24h;	92%

: 3430-13-5
5-bromo-2-methylpyridine

: 6262-87-9
2-isopropylbenzenethiol

: 5-(2-isopropylphenylsulfanyl)-2-methylpyridine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane for 6h; Heating;	91%
With N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane for 6h; Suzuki-Miyaura reaction; Heating / reflux;	91%

: 3430-13-5
5-bromo-2-methylpyridine

: 85484-42-0
6,6’-dimethyl-3,3’-bipyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; cesium fluoride In dimethyl sulfoxide at 120℃; for 8h;	91%
With tetrabutylammomium bromide; potassium carbonate; palladium diacetate In water; N,N-dimethyl-formamide; isopropyl alcohol for 48h; Heating;	51%
Stage #1: 5-bromo-2-methylpyridine With tetrabutylammomium bromide; palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 115℃; for 0.0333333h; Inert atmosphere; Stage #2: With isopropyl alcohol In water; N,N-dimethyl-formamide for 48h;	51%

: 693-95-8
4-Methylthiazole

: 3430-13-5
5-bromo-2-methylpyridine

: 4-methyl-5-(6-methylpyridin-3-yl)thiazole

Conditions

Conditions	Yield
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h;	91%

: 3430-13-5
5-bromo-2-methylpyridine

: 2393-23-9
4-methoxy-benzylamine

: (E)-5-bromo-2-(4-methoxystyryl)pyridine

Conditions

Conditions	Yield
With 1,10-phenanthroline-5,6-dione; trifluorormethanesulfonic acid; oxygen In chlorobenzene at 120℃; under 760.051 Torr; for 24h;	90%

: 3430-13-5
5-bromo-2-methylpyridine

: C6(2)H6BrN

Conditions

Conditions	Yield
With water-d2; potassium carbonate; silver carbonate; cyclohexyldiphenylphosphine In toluene at 120℃; for 12h;	90%

: 3430-13-5
5-bromo-2-methylpyridine

: 4136-91-8
tetraisopropylothiuram disulphide

: diisopropyl-dithiocarbamic acid 6-methyl-pyridin-3-yl ester

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-methylpyridine With n-butyllithium; isopropylmagnesium chloride In tetrahydrofuran; hexane at -10℃; for 0.5h; Stage #2: tetraisopropylothiuram disulphide In tetrahydrofuran at 0℃; for 2h;	89%

5-Bromo-2-picoline Chemical Properties

Molecular Formula: C₆H₆BrN
Molar mass: 172.0225 g/mol
Density: 1.494 g/cm³
Flash Point: 64.3 °C
Index of Refraction: 1.553
Melting point: 32-36 °C
Appearance: Light yellow Cryst
Boiling Point: 182.7 °C at 760 mmHg
Vapour Pressure: 1.09 mmHg at 25°C
Structure of 5-Bromo-2-picoline (3430-13-5) :

Product Categories: blocks;Pyridines derivates;Bromides;Bromopyridines;Pyridine series;Halopyridines;Pyridines, Pyrimidines, Purines and Pteredines

5-Bromo-2-picoline Toxicity Data With Reference

Carcinogenicity of 5-Bromo-2-picoline (3430-13-5) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.

5-Bromo-2-picoline Safety Profile

Hazard Note: Irritant
Hazard Codes: Xn,Xi
Risk Statements:
20: Harmful by inhalation
21: Harmful in contact with skin
22: Harmful if swallowed
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection

5-Bromo-2-picoline Specification

5-Bromo-2-picoline (3430-13-5) is a compound which can be called for 5-Bromo-2-methylpyridine ; 2-Methyl-5-bromopyridine .It's can be used for pharmaceutical intermediates. 5-Bromo-2-picoline (3430-13-5) is hazardous,so the first aid measures and others should be known .Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing .Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration While not breathing. when breathing is difficult, give oxygen.And as soon as to get medical aid .Then you have the ingesting of the product : Wash mouth out with water,and get medical aid immediately.
In addition, 5-Bromo-2-picoline (3430-13-5) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents and you must not take it with incompatible materials .And also prevent it to broken down into hazardous decomposition products: hydrogen bromide, oxides of nitrogen,carbon dioxide,carbon monoxide.

Product Name

5-Bromo-2-methylpyridine

Synthetic route

5-Bromo-2-picoline Chemical Properties

5-Bromo-2-picoline Toxicity Data With Reference

5-Bromo-2-picoline Safety Profile

5-Bromo-2-picoline Specification

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