3-Bromopyridine supplier | CasNO.626-55-1

Name
3-Pyridyl bromide
EINECS 210-952-0
CAS No. 626-55-1
Article Data67
CAS DataBase
Density 1.598 g/cm³
Solubility Soluble in water (31 g/L at 20°C).
Melting Point -27 °C
Formula C₅H₄BrN
Boiling Point 168.2 °C at 760 mmHg
Molecular Weight 157.997
Flash Point 51.7 °C
Transport Information UN 1993 3/PG 3
Appearance clear colourless to yellow liquid
Safety 26-45-38-36/37/39-28A-16
Risk Codes 10-22-36/37/38-23/24/25-20/21/22
Molecular Structure
Hazard Symbols Xn, T, F, Xi
Synonyms Pyridine, 3-bromo-;3-Pyridyl bromide;
PSA 12.89000
LogP 1.84410

Synthetic route

: 20738-78-7
bis(3-pyridyl)mercury

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With bromine In nitrobenzene at 120℃; for 2h;	99%

: 2402-97-3
3-bromopyridine N-oxide

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI) In N,N-dimethyl acetamide at 130℃; Microwave irradiation; Sealed tube; Green chemistry; chemoselective reaction;	94%
With sodium hypophosphite; palladium on activated charcoal In acetic acid at 60℃; for 0.5h;	93%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dichloromethane at 31℃; for 16h; Sealed tube; Irradiation;	44%

: 110-86-1
pyridine

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With N-octylquinolinium tribromide at 20℃; for 4h;	91%
With sulfuric acid; bromine at 0 - 130℃; for 8h; Time;	75%
With sulfuric acid; bromine at 0 - 130℃; for 8h;	75%

: 5428-90-0
3-pyridylmercury(II) chloride

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With bromine In nitrobenzene at 120℃; for 2h;	86.2%
With bromine In nitrobenzene at 120 - 160℃; for 2h;	86%

Pyridin-Palladium(II)-chlorid-Komplex: Pyridin-Palladium(II)-chlorid-Komplex

A: 109-04-6
2-bromo-pyridine

B: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With bromine In cyclohexane at 0 - 5℃; for 1h;	A 86% B 10%
With bromine In cyclohexane at 75℃; for 1h;	A 32% B 66%

: 462-08-8
pyridin-3-ylamine

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With tert-Butyl thionitrate; copper(ll) bromide In acetonitrile at 25℃; for 6h;	80%
With copper(I) bromide; hydrogen bromide; sodium nitrite	80%
With copper(ll) bromide; isopentyl nitrite at 25℃; for 1h; Sandmeyer Reaction; Inert atmosphere;	55%
With hydrogen bromide; copper; sodium nitrite Diazotization;

: 32222-42-7
3-bromo-1-methylpyridinium iodide

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole at 200℃; for 0.25h;	76%

: 694-59-7
pyridine N-oxide

: 109-04-6
2-bromo-pyridine

A: 626-55-1
3-Bromopyridine

B: 352274-15-8
2,2':6',2"-terpyridine 1'-oxide

Conditions

Conditions	Yield
With potassium phosphate; tri-tert-butyl phosphine; palladium diacetate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox;	A 50% B 26%

...Expand

: 2402-97-3
3-bromopyridine N-oxide

: 16420-13-6
N,N-Dimethylthiocarbamoyl chloride

A: 626-55-1
3-Bromopyridine

B: C8H9BrN2OS

Conditions

Conditions	Yield
In acetonitrile at 81℃; for 4h;	A 41% B 5%

...Expand

: 13534-89-9
2,3-dibromopyridine

: 139585-50-5
4-chloro-2-trimethylsilylpyridine

A: 626-55-1
3-Bromopyridine

B: 1762-41-0
4,4'-dichloro-2,2'-bipyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triphenylphosphine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;	A 40% B 35%

...Expand

: 624-28-2
2,5-dibromopyridine

: 96-22-0
pentan-3-one

A: 626-55-1
3-Bromopyridine

B: 874915-22-7
2-(3-hydroxy-pentane-3-yl)-5-bromo-pyridine

C: 874915-24-9
2-bromo-5-(3-hydroxy-pentane-3-yl)pyridine

D: 874915-27-2
2,5-di(3-hydroxy-pentane-3-yl)pyridine

E: 19780-41-7
3-ethylheptan-3-ol

Conditions

Conditions	Yield
With n-butyllithium In toluene at 5℃; for 0.1h;	A 5.3% B 34% C 6.5% D 3.8% E 10.5%

...Expand

: 624-28-2
2,5-dibromopyridine

: 96-22-0
pentan-3-one

A: 626-55-1
3-Bromopyridine

B: 874915-22-7
2-(3-hydroxy-pentane-3-yl)-5-bromo-pyridine

C: 15862-18-7
5,5'-dibromo-2,2'-dipyridyl

D: 874915-24-9
2-bromo-5-(3-hydroxy-pentane-3-yl)pyridine

E: 19780-41-7
3-ethylheptan-3-ol

Conditions

Conditions	Yield
With n-butyllithium In toluene at 0℃; for 0.0833333h;	A 7% B 33% C 2.3% D 3.9% E 10.1%

...Expand

: 41408-73-5
mercury(II) nicotinate

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With bromine In nitrobenzene at 180 - 185℃; for 2h;	27%
With bromine In nitrobenzene at 180℃; for 2h;	27%

: 59-67-6
nicotinic acid

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With bromine; mercury(II) oxide In nitrobenzene at 165℃; for 2h;	21%
With bromine; mercury(II) oxide In nitrobenzene at 165℃; for 2h;	21%
With bromine; mercury(II) oxide In nitrobenzene at 165℃; for 2h; Product distribution; var. temp., var. amount of Br2;	21%

: 1120-90-7
3-iodopyridine

A: 626-55-1
3-Bromopyridine

B: 1120-87-2
4-bromopyridin

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium bromide; potassium hydroxide In N,N-dimethyl acetamide at 80℃; for 15h;	A 17% B 17%

: tallium(I) nicotinate

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With bromine In nitrobenzene at 160℃; for 1h;	8%

: 110-86-1
pyridine

: C7H5BrO2*C7H5O2(1-)*Ag(1+)

A: 626-55-1
3-Bromopyridine

B: 27039-14-1
benzoic acid 3-pyridyl ester

Conditions

Conditions	Yield
at 25℃; Product distribution;	A 1% B 5%

...Expand

: 110-86-1
pyridine

A: 626-55-1
3-Bromopyridine

B: 625-92-3
3,5-dibromopyridine

Conditions

Conditions	Yield
With bromine; aluminium trichloride at 100℃; for 5h; Product distribution; various ratios pyridine:bromine, various Lewis catalysts, various temperatures;
With bromine at 300℃; Leiten ueber Bimsstein oder ueber mit Kupfer(I)-bromid impraegnierten Bimsstein;
With bromine at 300℃; Leiten ueber mit Kupfer(I)-bromid oder Eisen(II)-bromid impraegnierten Bimsstein;
With bromine at 300℃; Leiten ueber Bimsstein;

: 625-92-3
3,5-dibromopyridine

A: 110-86-1
pyridine

B: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With hydrogen at 400 - 500℃; leiten ueber einen Nickel-Silicagel-Katalysator;
With potassium hydroxide; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; Pd/C or Pd-APS In ethanol; benzene at 20℃; under 760 Torr; Kinetics;
With formic acid; Cyclohexanethiol; 10-phenyl-10H-phenothiazine; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; under 2625.26 Torr; for 0.00833333h; Irradiation; Flow reactor;	A 88 %Chromat. B 12 %Chromat.
With formic acid; Cyclohexanethiol; 10-phenyl-10H-phenothiazine; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; under 2625.26 Torr; for 0.00833333h; Irradiation; Flow reactor;	A 7 %Chromat. B 79 %Chromat.

: 109-97-7
pyrrole

: 75-25-2
Bromoform

: 141-52-6
sodium ethanolate

: 626-55-1
3-Bromopyridine

...Expand

: 109-97-7
pyrrole

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With sodium ethanolate

: 75-25-2
Bromoform

: 16199-06-7
potassium pyrrolide

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With diethyl ether

: 4-bromo-pent-2-enedial

: 631-61-8
ammonium acetate

: 626-55-1
3-Bromopyridine

Conditions

Conditions	Yield
With water

: 18820-82-1
Pyridine hydrobromide

A: 626-55-1
3-Bromopyridine

B: 625-92-3
3,5-dibromopyridine

Conditions

Conditions	Yield
With bromine; acetic acid at 60 - 65℃; Abdestillieren des Eisessigs und Erhitzen des Rueckstandes auf 230-250grad;

: 628-13-7
pyridine hydrochloride

A: 626-55-1
3-Bromopyridine

B: 625-92-3
3,5-dibromopyridine

Conditions

Conditions	Yield
With bromine
With bromine anschliessend Erhitzen bis auf 200grad;
With bromine; mercury dichloride at 215℃;

: 13534-90-2
dibromo-3,4 pyridine

: 96-22-0
pentan-3-one

A: 626-55-1
3-Bromopyridine

B: 625-92-3
3,5-dibromopyridine

C: 1120-87-2
4-bromopyridin

D: 107399-34-8
bromo-3 (ethyl-1 propanol-1)-5 pyridine

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 30 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 13534-90-2
dibromo-3,4 pyridine

A: 626-55-1
3-Bromopyridine

B: 625-92-3
3,5-dibromopyridine

C: 1120-87-2
4-bromopyridin

Conditions

Conditions	Yield
With n-butyllithium; ethanol 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 15 min then -40 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 13534-90-2
dibromo-3,4 pyridine

A: 626-55-1
3-Bromopyridine

B: 1120-87-2
4-bromopyridin

C: 107399-33-7
deuterio-4 dibromo-3,5 pyridine

Conditions

Conditions	Yield
With n-butyllithium; ethanol 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 15 min then -40 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;
With n-butyllithium; ethyl [2]alcohol 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 15 min then -40 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 20758-07-0
picric acid*3-bromopyridine

A: 626-55-1
3-Bromopyridine

B: 88-89-1
2,4,6-Trinitrophenol

Conditions

Conditions	Yield
In various solvent(s) at 19.9℃; Equilibrium constant;
In acetic acid at 25℃; Equilibrium constant;

: 626-55-1
3-Bromopyridine

: 74-88-4
methyl iodide

: 32222-42-7
3-bromo-1-methylpyridinium iodide

Conditions

Conditions	Yield
With ethanol at 92℃; for 16h; Inert atmosphere; Reflux;	100%
In acetone at 20℃; for 144h;	98%
In acetonitrile for 24h; Reflux;	97%

: 626-55-1
3-Bromopyridine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 55899-13-3
1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine; mesitylenesulfonylhydroxylamine In acetonitrile at 30℃; for 0.0166667h; Flow reactor; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at 30℃; for 0.0433333h; Flow reactor;	100%
In dichloromethane for 0.5h; Ambient temperature;	88%
In dichloromethane 1.) -5 deg C to RT, 2.) RT, 15 min;	68%
In dichloromethane at 0℃; for 1h;

: 626-55-1
3-Bromopyridine

: 5720-07-0
4-methoxyphenylboronic acid

: 5958-02-1
3-(4-methoxyphenyl)pyridine

Conditions

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling;	100%
With potassium carbonate In isopropyl alcohol at 85 - 90℃; for 24h; Suzuki-Miyaura Coupling;	99%
With sodium phosphate; palladium on activated charcoal In isopropyl alcohol at 80℃; for 6h; Suzuki-Miyaura coupling reaction;	98%

: 110-85-0
piperazine

: 626-55-1
3-Bromopyridine

: 67980-77-2
1-(pyridin-3-yl)piperazine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In xylene for 4h; Buchwald coupling; Heating;	100%
With dichlorobis(tri-O-tolylphosphine)palladium; potassium tert-butylate In diethylene glycol dimethyl ether at 170℃; for 48h;	61%
With dichlorobis(tri-O-tolylphosphine)palladium; sodium t-butanolate In various solvent(s) at 169℃; for 24h;	32%

: 626-55-1
3-Bromopyridine

: 178379-39-0
(1S,3aS,7aR)-1-hydroxymethyl-3a-hydroxy-7a-methyl-5-perhydroindenone

: 392235-09-5
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(3-pyridyl)-7a-methylperhydroinden-3a,5-diol

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine With n-butyllithium In diethyl ether; hexane at -40℃; for 1.5h; Stage #2: (1S,3aS,7aR)-1-hydroxymethyl-3a-hydroxy-7a-methyl-5-perhydroindenone In tetrahydrofuran; diethyl ether; hexane at -78℃; for 1.5h; Further stages.;	100%

: 626-55-1
3-Bromopyridine

: dimethyl(hept-1-yn-1-yl)aluminum

: 774576-67-9
3-(hept-1-yn-1-yl)pyridine

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene In 1,2-dimethoxyethane; n-heptane at 85℃; for 1h;	100%

: 626-55-1
3-Bromopyridine

: 192887-50-6
(4-methoxyphenyl)manganese(II) chloride

: 5958-02-1
3-(4-methoxyphenyl)pyridine

Conditions

Conditions	Yield
Stage #1: (4-methoxyphenyl)manganese(II) chloride With 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride; bis(acetylacetonate)nickel(II) In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 3-Bromopyridine In tetrahydrofuran at 0 - 25℃; for 1h;	100%

: 626-55-1
3-Bromopyridine

: 10365-98-7
3-methoxyphenylboronic acid

: 4373-67-5
3-(3-methoxyphenyl)pyridine

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 80℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere;	100%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 4h; Heating / reflux;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water at 80℃; for 8h;	65%

: 626-55-1
3-Bromopyridine

: 271-63-6
7-Azaindole

: 847801-47-2
1-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine

Conditions

Conditions	Yield
With potassium phosphate; trans-1,2-Diaminocyclohexane; copper(l) iodide In 1,4-dioxane at 110℃; for 95h;	100%

: 626-55-1
3-Bromopyridine

: 56041-85-1
4-ethynylthioanisole

: 1019322-07-6
1-(4-(methylthio)phenyl)-2-(3-pyridyl)acetylene

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 90℃; Sonogashira cross-coupling;	100%

: 626-55-1
3-Bromopyridine

: 345298-30-8
di-μ-chloro-dichloro-bis[η5-(perfluorobutyl)tetramethylcyclopentadienyl]-dirhodium(III)

: 933802-68-7
dichloro-(perfluorohexyl)tetramethylcyclopentadienyl-(3-bromopyridine)-rhodium(III)

Conditions

Conditions	Yield
In chloroform (Ar); bromopyridine was added to soln. of Rh complex in CHCl3; mixt. wasstirred for 2 h at room temp.; evapd.; dried (vac.);	100%

: 626-55-1
3-Bromopyridine

: 1679-18-1
4-Chlorophenylboronic acid

: 5957-97-1
4-(3'-pyridinyl)-1-chlorobenzene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 75℃; for 24h; Inert atmosphere; Reflux;	100%
With potassium carbonate In isopropyl alcohol at 85 - 90℃; for 24h; Suzuki-Miyaura Coupling;	94%
With potassium phosphate tribasic heptahydrate; C18H24N3O2Pd In ethanol; water at 60℃; for 4h; Suzuki-Miyaura Coupling;	88%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Suzuki-Miyaura coupling; Inert atmosphere; Reflux;	86%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene

: 626-55-1
3-Bromopyridine

: 57848-46-1
4-bromo-2-fluorobenzaldehyde

: 1343705-99-6
C12H9BrFNO

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine With n-butyllithium In diethyl ether; hexane at -78 - -60℃; for 0.5h; Stage #2: 4-bromo-2-fluorobenzaldehyde In tetrahydrofuran; diethyl ether; hexane at -78 - -40℃; for 1h;	100%

: 626-55-1
3-Bromopyridine

: 373384-18-0
3-(methanesulfonyl)phenylboronic acid

: 3-(3-(methylsulfonyl)phenyl)pyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate; N,N-dimethyl-formamide In water; tert-butyl alcohol at 20 - 88℃; for 12h; Inert atmosphere;	100%

: 626-55-1
3-Bromopyridine

: potassium perfluorophenyltrifluoroborate

: 3-(pentafluorophenyl)pyridine

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate; silver(l) oxide In toluene at 100℃; for 8h; Reagent/catalyst; Inert atmosphere;	100%

: 626-55-1
3-Bromopyridine

: (2R)-1,1,1-trifluoro-2-propylamine

: (R)-N-(1,1,1-trifluoropropan-2-yl)pyridin-3-amine

Conditions

Conditions	Yield
With bis(η3-allyl-μ-chloropalladium(II)); 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; potassium phenolate In 1,4-dioxane at 100℃; for 6h; Sealed tube; Inert atmosphere;	100%

: 626-55-1
3-Bromopyridine

: 108-85-0
1-bromocyclohexane

: 16219-90-2
3-cyclohexylpyridine

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine With iodine; zinc In N,N-dimethyl acetamide at 70℃; Inert atmosphere; Stage #2: 1-bromocyclohexane With tris-(dibenzylideneacetone)dipalladium(0); zinc; ruphos In N,N-dimethyl acetamide at 70℃;	100%
With (1,2-dimethoxyethane)dichloronickel(II); pyridine-2,6-bis(carboximidamide) dihydrochloride; trifluoroacetic acid; sodium iodide; zinc at 60℃; for 21h; Inert atmosphere;	64%

: 626-55-1
3-Bromopyridine

: 1174637-69-4
C14H18BrNO4

: C19H22BrN2O4(1+)*Br(1-)

Conditions

Conditions	Yield
In neat (no solvent) at 25℃; for 0.05h; Sonication;	100%

: 626-55-1
3-Bromopyridine

: C14H18BrNO3

: C19H22BrN2O3(1+)*Br(1-)

Conditions

Conditions	Yield
In neat (no solvent) at 25℃; for 0.05h; Sonication;	100%

: 626-55-1
3-Bromopyridine

: 14047-29-1
4-carboxyphenylboronic acid

: 4-pyridine-3-yl-benzoic acid hydrochloride

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine; 4-carboxyphenylboronic acid With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 150℃; under 9000.9 Torr; for 0.333333h; Inert atmosphere; Microwave irradiation; Stage #2: With hydrogenchloride In water; acetonitrile pH=1; Inert atmosphere;	100%

: 626-55-1
3-Bromopyridine

: 866395-16-6, 1246810-76-3
[bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I)

: (3-bromopyridine-κN)(triphenylphosphine)gold(I) bis(trifluoromethylsulfonyl)amide

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 2h;	100%

: 626-55-1
3-Bromopyridine

: 98-80-6
phenylboronic acid

: 1008-88-4
3-phenylpyridine

Conditions

Conditions	Yield
With 2H(1+)Cl4Pd(2-)2H3N; poly[N-isopropylacrylamide-co-diphenyl(4'-styryl)phosphine]; sodium carbonate In water at 100℃; for 9h; Suzuki-Miyaura reaction;	99%
With sodium carbonate; PdCl2-cross-linked poly((4-styryl)PPh2-co-iPrNHC(O)CH=CH2) In water at 100℃; for 9h; Suzuki-Miyaura reaction;	99%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 1h; Suzuki coupling; Inert atmosphere;	99%

: 110-91-8
morpholine

: 626-55-1
3-Bromopyridine

: 92670-29-6
N-(3-pyridyl)morpholine

Conditions

Conditions	Yield
With (6-Dipp)PdCl2-SPhos; sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Buchwald-Hartwig Coupling;	99%
With potassium tert-butylate; ClPd[N,N-(2,6-iPr2C6H3)2-4,5-dihydroimidazol-2-yl](cinnamyl) In 1,2-dimethoxyethane at 20℃; for 0.0833333h; Buchwald-Hartwig cross-coupling reaction;	90%
With (1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene) (3-chloropyridyl) palladium(II) dichloride; caesium carbonate In 1,2-dimethoxyethane at 80℃; Buchwald-Hartwig amination; Inert atmosphere;	90%

: 626-55-1
3-Bromopyridine

: 927-74-2
1-butyn-4-ol

: 138487-20-4
4-(pyridin-3-yl)-1-but-3-ynol

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In dichloromethane at 50℃; for 15h; Sonogashira Cross-Coupling; Inert atmosphere;	99%
With copper(l) iodide; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane In N,N-dimethyl-formamide at 100℃; for 20h;	80%
With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium on activated charcoal In N,N-dimethyl acetamide; water at 80℃; for 24h; Sonogashira coupling;	77%

: 626-55-1
3-Bromopyridine

: 292638-84-7
styrene

: 2633-06-9
(E)-3-(2-phenylvinyl)pyridine

Conditions

Conditions	Yield
Stage #1: 3-Bromopyridine With palladium diacetate; heptakis(6-amino-6-deoxy)-β-cyclodextrin In water; N,N-dimethyl-formamide for 0.5h; Stage #2: styrene With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 11h;	99%
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.5h;	98%
With 3-(dimethylamino)propanoic acid hydrochloride; potassium carbonate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 130℃; for 10h; Heck reaction;	98%

: 626-55-1
3-Bromopyridine

: 5720-05-8
4-methylphenylboronic acid

: 4423-09-0
4-(3-pyridyl)toluene

Conditions

Conditions	Yield
With potassium phosphate tribasic heptahydrate; palladium diacetate In ethylene glycol at 80℃; for 0.25h; Suzuki coupling;	99%
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 1h; Suzuki coupling; Inert atmosphere;	99%
With tetrabutylammomium bromide; potassium carbonate In water at 80℃; for 8h; Suzuki-Miyaura coupling;	99%

: 626-55-1
3-Bromopyridine

: 120-72-9
indole

: 25700-23-6
1-(pyridin-3-yl)-1H-indole

Conditions

Conditions	Yield
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 36h;	99%
With potassium phosphate; copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane In toluene at 110℃; for 24h;	91%
With copper(l) iodide; 1,10-Phenanthroline; potassium fluoride on basic alumina In toluene at 110℃; for 7h; Inert atmosphere;	91%

: 626-55-1
3-Bromopyridine

: 1765-93-1
4-fluoroboronic acid

: 85589-65-7
3-(4-fluorophenyl)pyridine

Conditions

Conditions	Yield
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 2h; Suzuki coupling; Inert atmosphere;	99%
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); Tedicyp In xylene at 130℃; for 90h; Suzuki cross-coupling;	96%
With Tedicyp; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 90h; Suzuki cross-coupling reaction;	96%

: 626-55-1
3-Bromopyridine

: 141-32-2
acrylic acid n-butyl ester

: 100390-47-4
(E)-3-(3-pyridinyl)acrylic acid butyl ester

Conditions

Conditions	Yield
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.5h;	99%
With 3-(dimethylamino)propanoic acid hydrochloride; potassium carbonate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 130℃; for 10h; Heck reaction;	99%
With tetramethylquanidine; sodium acetate; palladium dichloride In N,N-dimethyl acetamide at 140℃; for 20h; Heck reaction;	98%

3-Bromopyridine Specification

The 3-Bromopyridine is an organic compound with the formula C₅H₄BrN. The IUPAC name of this chemical is 3-bromopyridine. With the CAS registry number 626-55-1, it is also named as Pyridine, 3-bromo-. The product's categories are Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine series; Pyridines; Bromine Compounds; Miscellaneous Compounds; Bromopyridines; Halopyridines; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks. Besides, it is clear colourless to yellow liquid, which should be stored in a closed dark and dry place. It is used for organic synthesis.

Physical properties about 3-Bromopyridine are: (1)ACD/LogP: 1.75; (2)ACD/LogD (pH 5.5): 1.75; (3)ACD/LogD (pH 7.4): 1.75; (4)ACD/BCF (pH 5.5): 12.58; (5)ACD/BCF (pH 7.4): 12.61; (6)ACD/KOC (pH 5.5): 213.09; (7)ACD/KOC (pH 7.4): 213.58; (8)#H bond acceptors: 1 ; (9)Polar Surface Area: 12.89 Å²; (10)Index of Refraction: 1.561; (11)Molar Refractivity: 32.03 cm³; (12)Molar Volume: 98.8 cm³; (13)Polarizability: 12.69×10^-24cm³; (14)Surface Tension: 42.1 dyne/cm; (15)Density: 1.598 g/cm³; (16)Flash Point: 51.7 °C; (17)Enthalpy of Vaporization: 38.8 kJ/mol; (18)Boiling Point: 168.2 °C at 760 mmHg; (19)Vapour Pressure: 2.16 mmHg at 25°C.

Preparation: this chemical can be prepared by pyridin-3-ylamine. This reaction will need reagent HBr/Cu₂Br₂, NaNO₂. The yield is about 80%.

Uses of 3-Bromopyridine: it can be used to produce 3-methoxy-pyridine at temperature of 150 - 160 °C.

When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful by inhalation, in contact with skin and if swallowed. please keep away from sources of ignition - No smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin and toxic by inhalation, in contact with skin and if swallowed. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer). When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1cccnc1
(2)InChI: InChI=1/C5H4BrN/c6-5-2-1-3-7-4-5/h1-4H
(3)InChIKey: NYPYPOZNGOXYSU-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/C5H4BrN/c6-5-2-1-3-7-4-5/h1-4H
(5)Std. InChIKey: NYPYPOZNGOXYSU-UHFFFAOYSA-N

Product Name

3-Pyridyl bromide

Synthetic route

3-Bromopyridine Specification

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