2-Bromopyridine supplier | CasNO.109-04-6

Name
2-Bromopyridine
EINECS 203-641-6
CAS No. 109-04-6
Article Data65
CAS DataBase
Density 1.598 g/cm³
Solubility Slightly miscible with water.
Melting Point 193 °C
Formula C₅H₄BrN
Boiling Point 189.5 °C at 760 mmHg
Molecular Weight 157.997
Flash Point 54.4 °C
Transport Information UN 2929 6.1/PG 2
Appearance clear slight brown liquid
Safety 16-36/37-45-38-36/37/39-28A-26
Risk Codes 10-24/25-36/37/38-23/24/25-20/21/22
Molecular Structure
Hazard Symbols T,Xn,F
Synonyms beta-Bromopyridine;o-Bromopyridine;PYRIDINE,2-BROMO;.beta.-Bromopyridine;Pyridine, 2-bromo-;2-Pyridyl bromide;2-Bromopuridine;2 - Bromo Pyridine;2-Bromo Pyridine;2- Bromopyridine;
PSA 12.89000
LogP 1.84410

Synthetic route

: 626-05-1
2,6-Dibromopyridine

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With n-butyllithium; butyl magnesium bromide In toluene at -10℃;	100%
With n-butyllithium; isopropyl alcohol In hexane; dichloromethane 1.) -78 deg C, 1 h, 2.) -78 deg C, 30, min; warm to room temperature;	90%
With n-butyllithium; formaldehyd In tetrahydrofuran at -70 - -40℃;	90%

: 80866-91-7
2-bromopyridine 1-oxide hydrochloride

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With titanium In tetrahydrofuran for 0.25h; Ambient temperature;	97%

: 14305-17-0
2-bromopyridine-N-oxide

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With Dimethylphenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	96%
With triphenylphosphine; [MoO2Cl2(dmf)2] In tetrahydrofuran for 5h; Heating;	87%
With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 4500.45 Torr; for 12h; Glovebox; chemoselective reaction;	87%

: 504-29-0
2-aminopyridine

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With 2-methylphenyl bromide; copper(I) bromide In cyclohexane at 5 - 45℃; for 3.41667h; Concentration; Temperature;	91%
	78%
With hydrogen bromide; bromine; sodium nitrite In water at -2℃; for 0.333333h;	65%

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%

: 142-08-5
2-hydroxypyridin

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; phosphorus pentoxide In 1,2-dichloro-benzene at 180℃; for 10h;	75%
With N-Bromosuccinimide; triphenylphosphine In 1,4-dioxane for 4h; Bromination; substitution; Heating;	54%
With carbon tetrabromide; triphenylphosphine In toluene for 8h; Reflux;	100 %Chromat.

: 110-86-1
pyridine

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With n-butyllithium; 2-(N,N-dimethylamino)ethanol; carbon tetrabromide 1.) hexane, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h;	72%

: 624-28-2
2,5-dibromopyridine

: 96-22-0
pentan-3-one

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

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

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at 5℃; for 0.0833333h;	A 8.7% B 11% C 68.8% D 3.9%

...Expand

: 624-28-2
2,5-dibromopyridine

: 96-22-0
pentan-3-one

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

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 tetrahydrofuran at 5℃; for 0.1h;	A 2.8% B 1.9% C 60.7% D 2.4% E 4.8%

...Expand

: 110-86-1
pyridine

: 78948-09-1
acetyl hypofluorite

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

B: 3847-19-6
2-acetoxypyridine

Conditions

Conditions	Yield
With 1,2-dibromomethane Ambient temperature;	A 60% B 20%

...Expand

: 142-08-5
2-Pyridone

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With N-Bromosuccinimide; triphenylphosphine In 1,4-dioxane for 4h; Heating;	54%

: 109-09-1
2-chloropyridine

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With trimethylsilyl bromide In various solvent(s) for 100h; Heating;	49%

: [EtAl(6-Br-2-py)3Li]

: 7732-18-5
water

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

B: [EtAl(OH)(6-Br-2-py)2Li]2

Conditions

Conditions	Yield
In toluene at 20℃; for 3h; Inert atmosphere; Schlenk technique;	A n/a B 43%

...Expand

: 110-86-1
pyridine

: 100-39-0
benzyl bromide

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

B: 101-82-6
2-Benzylpyridine

Conditions

Conditions	Yield
With copper(l) iodide; n-butyllithium; 2-(N,N-dimethylamino)ethanol 1.) hexane, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h;	A 45 % Chromat. B 25%

...Expand

: 67-56-1
methanol

: [EtAl(6-Br-2-py)3Li]

: 108-88-3
toluene

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

B: [EtAl(OMe)(6-Br-2-py)2Li]2*toluene

Conditions

Conditions	Yield
at 0 - 20℃; for 2.5h; Inert atmosphere; Glovebox;	A n/a B 22%

...Expand

: 110-86-1
pyridine

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

B: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
With bromine at 500℃; Leiten ueber Bimsstein;
With bromine at 500℃; Leiten ueber Glas;

: 626-05-1
2,6-Dibromopyridine

A: 110-86-1
pyridine

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

Conditions

Conditions	Yield
With methanol; n-butyllithium 1.) THF, -89 deg C, 4.5 h, 2.) THF, from -90 deg C to RT, 6 h; Multistep reaction;

: 52200-48-3
3-bromo-2-chloropyridine

: 109-72-8, 29786-93-4
n-butyllithium

A: 109-09-1
2-chloropyridine

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

C: 100921-62-8
bromo-4 chloro-2 deuterio-3 pyridine

D: 73583-36-5
chloro-2 butyl-3 pyridine

E: 100921-61-7
chloro-2 deuterio-3 pyridine

F: 100921-63-9
chloro-2 butyl-4 pyridine

Conditions

Conditions	Yield
With ethyl [2]alcohol Product distribution; Mechanism; 1) THF, -40 deg C, 10 min, 2) THF, -40 deg C, 15 min; a new "homotransmetalation" reaction, further reagents and conditions;

...Expand

: 52200-48-3
3-bromo-2-chloropyridine

: 109-72-8, 29786-93-4
n-butyllithium

A: 109-09-1
2-chloropyridine

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

C: 100921-62-8
bromo-4 chloro-2 deuterio-3 pyridine

D: 73589-41-0
chloro-2 bromo-4 butyl-3 pyridine

Conditions

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

...Expand

: 52200-48-3
3-bromo-2-chloropyridine

: 109-72-8, 29786-93-4
n-butyllithium

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

B: 100921-62-8
bromo-4 chloro-2 deuterio-3 pyridine

C: 73583-36-5
chloro-2 butyl-3 pyridine

D: 100921-63-9
chloro-2 butyl-4 pyridine

Conditions

Conditions	Yield
With ethyl [2]alcohol 1) THF, -40 deg C, 10 min, 2) THF, -40 deg C, 15 min; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

: 52200-48-3
3-bromo-2-chloropyridine

A: 109-09-1
2-chloropyridine

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

C: 100921-62-8
bromo-4 chloro-2 deuterio-3 pyridine

D: 73589-41-0
chloro-2 bromo-4 butyl-3 pyridine

Conditions

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

...Expand

: 52200-48-3
3-bromo-2-chloropyridine

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

B: 100921-62-8
bromo-4 chloro-2 deuterio-3 pyridine

C: 73583-36-5
chloro-2 butyl-3 pyridine

D: 100921-63-9
chloro-2 butyl-4 pyridine

Conditions

Conditions	Yield
With n-butyllithium; ethyl [2]alcohol 1) THF, -40 deg C, 10 min, 2) THF, -40 deg C, 15 min; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;

...Expand

: 109-65-9
1-bromo-butane

: 13534-89-9
2,3-dibromopyridine

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

B: 100921-66-2
bromo-2 butyl-3 pyridine

Conditions

Conditions	Yield
1) THF, -60 deg C, 15 min, 2) THF, -60 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 109-65-9
1-bromo-butane

: 13534-89-9
2,3-dibromopyridine

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

B: 100921-68-4
dibromo-2,3 butyl-4 pyridine

C: 100921-67-3
dibromo-2,4 butyl-3 pyridine

Conditions

Conditions	Yield
1) THF, -60 to -40 deg C, 10 min, 2) THF, -60 deg C, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 13534-89-9
2,3-dibromopyridine

: 109-72-8, 29786-93-4
n-butyllithium

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

B: 54267-61-7
bromo-2 deuterio-3 pyridine

C: 100933-54-8
bromo-2 butyl-4 pyridine

D: 100921-65-1
dibromo-2,4 deuterio-3 pyridine

Conditions

Conditions	Yield
With ethyl [2]alcohol Product distribution; Mechanism; 1) THF, -40 deg C, 10 min, 2) THF, -40 deg C, 15 min; a new "homotransmetalation" reaction, further reagents and conditions;
With ethyl [2]alcohol 1) THF, -40 deg C, 10 min, 2) THF, -40 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 13534-89-9
2,3-dibromopyridine

: 96-22-0
pentan-3-one

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

B: 73583-40-1
bromo-2 (ethyl-1 hydroxy-1 propyl)-3 pyridine

Conditions

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

...Expand

: 13534-89-9
2,3-dibromopyridine

: 96-22-0
pentan-3-one

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

B: 100921-64-0
dibromo-2,3 (ethyl-1 hydroxy-1 propyl)-4 pyridine

Conditions

Conditions	Yield
With n-butyllithium 1) THF, -60 to -40 deg C, 20 min, 2) THF, -60 deg C, 30 min; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 13534-89-9
2,3-dibromopyridine

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

B: 58530-53-3
2,4-dibromopyridine

Conditions

Conditions	Yield
With n-butyllithium; pentan-3-one 1) THF, -40 deg C, 15 min, 2) THF, -60 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given;

: 13534-89-9
2,3-dibromopyridine

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

B: 54267-61-7
bromo-2 deuterio-3 pyridine

C: 100921-65-1
dibromo-2,4 deuterio-3 pyridine

Conditions

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

...Expand

: 109-04-6
2-bromo-pyridine

: 108-95-2
phenol

: 4783-68-0
2-phenoxypyridine

Conditions

Conditions	Yield
With copper; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 0.166667h; Ullmann Condensation; Microwave irradiation; Inert atmosphere;	100%
With 1,1,1,5,5,5-hexafluoroacetylacetone; copper(II) ferrite; caesium carbonate In 1-methyl-pyrrolidin-2-one at 135℃; for 24h; Ullmann Condensation; Inert atmosphere; Schlenk technique;	99%
With 2-acetonylpyridine; caesium carbonate; copper(I) bromide In dimethyl sulfoxide at 90℃; for 15h; Inert atmosphere; chemoselective reaction;	98%

: 109-04-6
2-bromo-pyridine

: 504-29-0
2-aminopyridine

Conditions

Conditions	Yield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube;	100%
With ammonia; triethylamine In water at 20℃; for 4.25h;	97%
With ammonium hydroxide at 20℃; for 7h; Catalytic behavior;	96%

: 109-04-6
2-bromo-pyridine

: 4930-98-7
pyrid-2-ylhydrazine

Conditions

Conditions	Yield
With hydrazine at 100℃; for 2h; Substitution;	100%
With hydrazine hydrate In ethanol; water	58%
With hydrazine hydrate for 4h; Heating;	54%

: 109-04-6
2-bromo-pyridine

: 366-18-7
[2,2]bipyridinyl

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 210℃; for 24h; Catalytic behavior; Solvent; Reagent/catalyst;	100%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; cesium fluoride In dimethyl sulfoxide at 120℃; for 8h;	96%
With bis(triphenylphosphine)nickel(II) chloride; sodium hydride; triphenylphosphine; zinc In toluene at 70 - 90℃; Ullmann-type coupling;	93%

: 616-45-5
2-pyrrolidinon

: 109-04-6
2-bromo-pyridine

: 91596-63-3
2-oxo-1-(2-pyridyl)-tetrahydropyrrole

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In toluene for 24h; Inert atmosphere; Reflux;	100%
With caesium carbonate; copper(I) bromide In dimethyl sulfoxide at 60℃; for 22h;	95%
With dimethylenecyclourethane; copper(l) iodide; sodium methylate In dimethyl sulfoxide at 120℃; for 24h;	89%
With sodium hydride In N,N-dimethyl-formamide at 130℃; for 0.5h; microwave irradiation;	65%
With potassium acetate; CuO/SiO2 In xylene for 18h; Heating;	49%

: 109-04-6
2-bromo-pyridine

: 123-39-7
N-Methylformamide

: 4597-87-9
2-(N-methylamino)pyridine

Conditions

Conditions	Yield
With potassium hydroxide	100%

: 109-04-6
2-bromo-pyridine

: 16419-60-6
2-Methylphenylboronic acid

: 10273-89-9
2-(2-methylphenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;	100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 120℃; for 12h; Suzuki Coupling; Inert atmosphere;	96%
With potassium phosphate tribasic heptahydrate; palladium diacetate In ethylene glycol at 80℃; for 1h; Suzuki coupling;	94%

: 109-04-6
2-bromo-pyridine

: 16750-63-3
2-methoxyphenylmagnesium bromide

: 5957-89-1
2-(2-methoxy-phenyl)-pyridine

Conditions

Conditions	Yield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 0 - 20℃;	100%
With tetrakis(triphenylphosphine) palladium(0) In toluene at 50 - 100℃; for 1h;	89%
(1,2-bis(diphenylphosphanyl)ethane)dichloridopalladium(II) In tetrahydrofuran for 12h; Ambient temperature;	87%
With bis(acetylacetonate)nickel(II); 1,2-bis-(diphenylphosphino)ethane In tetrahydrofuran at 20℃; for 18h; Corriu-Kumada-Tamao coupling;	80%
With nickel catalyst Inert atmosphere;

: 109-04-6
2-bromo-pyridine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 5683-33-0
2-(Dimethylamino)pyridine

Conditions

Conditions	Yield
With potassium hydroxide	100%
at 130℃; for 12h;	92%
With potassium hydroxide In neat (no solvent) at 100℃; for 24h; Sealed tube;	41%

: 109-04-6
2-bromo-pyridine

: 536-74-3
phenylacetylene

: 13141-42-9
2-(2-phenylethynyl)pyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In toluene at 60℃; for 16h; Sonogashira coupling;	100%
With potassium carbonate; triphenylphosphine; silver(I) iodide In N,N-dimethyl-formamide at 100℃; for 8h; Sonogashira coupling reaction;	99%
With tetrabutylammomium bromide; potassium acetate; cyclopalladated ferrocenylimine In N,N-dimethyl acetamide at 80℃; for 20h; Sonogashira coupling;	99%

: 109-04-6
2-bromo-pyridine

: 1066-54-2
trimethylsilylacetylene

: 86521-05-3
2-(trimethylsilylethynyl)pyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 70℃; for 3h;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 20℃;	97%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; Sonogashira Cross-Coupling; Inert atmosphere;	97%

: 109-04-6
2-bromo-pyridine

: 98-80-6
phenylboronic acid

: 1008-89-5
2-phenylpyridine

Conditions

Conditions	Yield
With [Pd(N-(naphthyl)-salicylaldimine(-2H))(triphenylphosphine)]; sodium hydroxide at 120℃; for 24h; Reagent/catalyst; Suzuki Coupling;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;	100%
With potassium phosphate; (PdCl2)(2-pyridyl)-6-isopropyl cis piperidine complex In water; N,N-dimethyl-formamide at 110℃; for 2h;	99%

: 109-04-6
2-bromo-pyridine

: 627-19-0
1-Pentyne

: 202828-84-0
2-(pent-1'-ynyl)-pyridine

Conditions

Conditions	Yield
With copper(l) iodide; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In triethylamine at 25℃; for 16h; Sonogashira coupling;	100%
Stage #1: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 25℃; for 0.5h; Inert atmosphere; Stage #2: 1-Pentyne at 25℃; for 16h; Inert atmosphere;	94%
Stage #1: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 25℃; for 0.5h; Inert atmosphere; Stage #2: 1-Pentyne at 25℃; for 16h; Inert atmosphere;	94%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In diethylamine for 20h; Ambient temperature;	84%
Stage #1: 2-bromo-pyridine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine for 0.5h; Sonogashira Cross-Coupling; Inert atmosphere; Stage #2: 1-Pentyne for 18h; Sonogashira Cross-Coupling; Inert atmosphere; Darkness;	78%

: 109-04-6
2-bromo-pyridine

: 24856-58-4
1,1-dimethoxy-1-(4-bromophenyl)methane

: 127406-56-8
2-(4-formylphenyl)pyridine

Conditions

Conditions	Yield
Stage #1: 1,1-dimethoxy-1-(4-bromophenyl)methane With iodine; magnesium In tetrahydrofuran at 30 - 35℃; for 2h; Stage #2: 2-bromo-pyridine; tetrakis(triphenylphosphine) palladium(0); zinc(II) chloride In tetrahydrofuran; toluene at 50℃; for 2.5h; Stage #3: With hydrogenchloride; ammonia; water Conversion of starting material; more than 3 stages;	100%
Stage #1: 1,1-dimethoxy-1-(4-bromophenyl)methane With iodine; magnesium In tetrahydrofuran at 30 - 35℃; for 2.5h; Stage #2: 2-bromo-pyridine; tetrakis(triphenylphosphine) palladium(0); zinc(II) chloride In tetrahydrofuran at 70℃; for 3.5h; Stage #3: With hydrogenchloride; ammonia; water Conversion of starting material; more than 3 stages;	99%
Stage #1: 1,1-dimethoxy-1-(4-bromophenyl)methane With iodine; magnesium In tetrahydrofuran at 30 - 35℃; for 2.5h; Stage #2: 2-bromo-pyridine; tetrakis(triphenylphosphine) palladium(0); zinc(II) chloride In tetrahydrofuran at 50℃; for 3.5h; Stage #3: With hydrogenchloride; ammonia; water Conversion of starting material; more than 3 stages;	96.4%

: 123-75-1
pyrrolidine

: 109-04-6
2-bromo-pyridine

: 54660-06-9
2-pyrrolidinopyridine

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; CVT-2537 In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	100%
With 1-methyl-3-(2-pyridinyl)-3,4,5,6-tetrahydropyrimidin-3-ium hexafluorophosphate; potassium tert-butylate; palladium diacetate In 1,2-dimethoxyethane at 100℃; for 0.666667h; Buchwald-Hartwig Coupling; Microwave irradiation;	97%
at 120℃; for 0.333333h; microwave irradiation;	92%

: 109-04-6
2-bromo-pyridine

: 1993-03-9
o-fluorophenylboronic acid

: 89346-48-5
2-(2-fluorophenyl)pyridine

Conditions

Conditions	Yield
With trans-bis(triphenylphosphine)palladium dichloride; potassium carbonate In 1,2-dimethoxyethane; water at 100℃;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 12h; Suzuki-Miyaura Coupling; Inert atmosphere; Reflux;	92%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 12h; Suzuki-Miyaura Coupling;	90%

: 109-04-6
2-bromo-pyridine

: 108-68-9
3,5-Dimethylphenol

: 28355-47-7
2-(3,5-dimethyl-phenoxy)-pyridine

Conditions

Conditions	Yield
With caesium carbonate In toluene at 120℃; for 24h; Ullmann Condensation; Sealed tube;	100%
With copper(l) iodide; caesium carbonate In 4-methyl-2-pentanone at 120℃; for 24h; Ullmann type condensation; Inert atmosphere;	98%
With potassium phosphate; copper(l) iodide; (1S,2S,N1E,N2E)-N,N'-bis(pyridin-2-ylmethylene)cyclohexane-1,2-diamine In acetonitrile at 80℃; for 24h; Ullmann reaction;	97%

: 109-04-6
2-bromo-pyridine

: 6-ethynylquinoxaline

: 710946-90-0
6-pyridin-2-ylethynyl-quinoxaline

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 55℃; for 10h;	100%

: 109-04-6
2-bromo-pyridine

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

: 49836-16-0
2-(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 0.5h;	100%

: 109-04-6
2-bromo-pyridine

: 771565-23-2
N-[1-(4-methoxyphenyl)prop-2-yn-1-yl]-4-methylbenzenesulfonamide

: N-[1-(4-methoxyphenyl)-3-(pyridin-2-yl)-allylidene]-4-methyl-benzenesulfonamide

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran Heating;	100%

: 109-04-6
2-bromo-pyridine

: 848775-01-9
[(3-phenyl-7,8,9,10-tetrahydro-7,10-ethano[1,2,4]triazolo[3,4-a]phthalazin-6-yl)methyl]amine

: C23H22N6

Conditions

Conditions	Yield
at 160℃; for 6h;	100%

: 109-04-6
2-bromo-pyridine

: 149104-90-5
4-acetylphenylboronic acid

: 173681-56-6
1-(4-(pyridin-2-yl)phenyl)ethanone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;	100%
With [(t-Bu)3PH]BF4; palladium diacetate; sodium hydroxide at 20℃; for 0.25h; Suzuki Coupling; Inert atmosphere; Glovebox;	90%
With potassium phosphate In ethanol; water at 100℃; for 8h; Suzuki-Miyaura Coupling;	82%

: 109-04-6
2-bromo-pyridine

: 3-acetylphenylboronic acid

: 227178-09-8
1-(3-(pyridin-2-yl)phenyl)ethan-1-one

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,2-dimethoxyethane; water for 15h; Reflux; Inert atmosphere; Schlenk technique;	100%
With sodium carbonate; triphenylphosphine; palladium diacetate In propan-1-ol Suzuki-Miyaura cross-coupling; Heating;
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 12h; Inert atmosphere; Reflux;
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 95℃; for 18h;
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 12h; Inert atmosphere; Schlenk technique; Reflux;

: 109-04-6
2-bromo-pyridine

: 144025-03-6
2,4-difluorophenylboronic acid

: 391604-55-0
2-(2,4-difluorophenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran at 70℃; for 24h; Suzuki coupling;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; Inert atmosphere;	98%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 70℃; for 24h;	97%

: 109-04-6
2-bromo-pyridine

: 87199-17-5
4-formylphenylboronic acid,

: 127406-56-8
2-(4-formylphenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water for 8h; Suzuki coupling; Reflux;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;	100%
Stage #1: 2-bromo-pyridine; 4-formylphenylboronic acid, With potassium carbonate In 1,4-dioxane; water for 0.5h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water Inert atmosphere; Reflux;	100%

: 109-04-6
2-bromo-pyridine

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

: 5957-90-4
4-(2-pyridinyl)anisole

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: 2-bromo-pyridine In tetrahydrofuran at 0 - 25℃; for 1h;	100%

: 109-04-6
2-bromo-pyridine

: 6165-68-0
thiophene boronic acid

: 3319-99-1
2'-(2-thienyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;	100%
With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In water; isopropyl alcohol at 80℃; for 0.666667h; Suzuki Coupling; Microwave irradiation;	91%
With bis(triphenylphosphine)palladium(II) dichloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 14h;	86%

: 109-04-6
2-bromo-pyridine

: 5720-07-0
4-methoxyphenylboronic acid

: 5957-90-4
4-(2-pyridinyl)anisole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 12h; Inert atmosphere; Reflux;	100%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 18h; Inert atmosphere; Reflux;	100%
With potassium phosphate tribasic heptahydrate; palladium diacetate In isopropyl alcohol at 80℃; for 0.2h; Suzuki coupling;	99%

: 109-04-6
2-bromo-pyridine

: potassium ferrocyanide

: 100-70-9
2-Cyanopyridine

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; copper(l) iodide In toluene at 160℃; for 16h; Product distribution / selectivity;	100%
With 1-methyl-1H-imidazole; copper(l) iodide at 140℃; for 16h; Product distribution / selectivity;	100%
With 1,3-bis-(diphenylphosphino)propane; sodium carbonate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 130℃; for 16h; Product distribution / selectivity;	30%

2-Bromopyridine Chemical Properties

Molecular structure of 2-Bromopyridine (CAS NO.109-04-6) is:

Product Name: 2-Bromopyridine
CAS Registry Number: 109-04-6
IUPAC Name: 2-bromopyridine
Molecular Weight: 157.99596 [g/mol]
Molecular Formula: C₅H₄BrN
XLogP3: 1.4
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 203-641-6
Melting Point:193 °C
Surface Tension: 42.1 dyne/cm
Density: 1.598 g/cm³
Flash Point: 54.4 °C
Enthalpy of Vaporization: 40.83 kJ/mol
Boiling Point: 189.5 °C at 760 mmHg
Vapour Pressure: 0.784 mmHg at 25°C
Refractive index: n20/D 1.572(lit.)
Storage temp.: Refrigerator
Stability: Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, acid chlorides.
Product Categories: Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Halides;Pyridines;Pyridines derivates;Bromopyridines;Halopyridines;C₅Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks

2-Bromopyridine Uses

2-Bromopyridine (CAS NO.109-04-6) is used as organic synthesis, pharmaceutical intermediates. In the pharmaceutical industry, it is used for the synthesis of heart drugs called dual-isopropyl amine topiramate and so on.

2-Bromopyridine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	intraperitoneal	31300ug/kg (31.3mg/kg)		"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 4, Pg. 322, 1952.

2-Bromopyridine Safety Profile

Hazard Codes: Toxic T, Harmful Xn, Flammable F
Risk Statements: 10-24/25-36/37/38-23/24/25-20/21/22
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed.
R23/25:Toxic by inhalation and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 16-36/37-45-38-36/37/39-28A-26
S16:Keep away from sources of ignition.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S38:In case of insufficient ventilation, wear suitable respiratory equipment.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2929 6.1/PG 2
WGK Germany: 3
RTECS: US3850000
F: 8
Hazard Note: Toxic
HazardClass: 6.1
PackingGroup: II
HS Code: 29333999

2-Bromopyridine Specification

2-Bromopyridine , its cas register number is 109-04-6. It also can be called 2-Pyridyl bromide ; beta-Bromopyridine ; o-Bromopyridine ; Pyridine, 2-bromo- .It is a dark red liquid.

Product Name

2-Bromopyridine

Synthetic route

2-Bromopyridine Chemical Properties

2-Bromopyridine Uses

2-Bromopyridine Toxicity Data With Reference

2-Bromopyridine Safety Profile

2-Bromopyridine Specification

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