5-Bromo-2-iodopyridine supplier

Name
5-Bromo-2-iodopyridine
EINECS -0
CAS No. 223463-13-6
Article Data17
CAS DataBase
Density 2.347 g/cm³
Solubility
Melting Point 113-117 °C(lit.)
Formula C₅H₃BrIN
Boiling Point 258.8 °C at 760 mmHg
Molecular Weight 283.894
Flash Point 110.3 °C
Transport Information
Appearance Light yellow cryst.
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Iodo-5-Bromopyridine;2-Iodo-5-Fluoropyridine;5-Bromo-2-idiopyridine;5-bromo-2-iodo-pyridine;5-bromo-2-iodo pyridine;
PSA 12.89000
LogP 2.44870

Synthetic route

: 624-28-2
2,5-dibromopyridine

: 223463-13-6
2-iodo-5-bromopyridine

Conditions

Conditions	Yield
With hydrogen iodide at 100 - 170℃; for 20h;	95%
With hydrogen iodide; potassium iodide for 72h; Reflux;	90%
With chloro-trimethyl-silane; sodium iodide In various solvent(s) for 125h; Heating;	87%

: 5-bromo-2-iodopyridine N-oxide

: 223463-13-6
2-iodo-5-bromopyridine

Conditions

Conditions	Yield
With phosphorus trichloride In dichloromethane for 1h; Reflux;	75%

: 1072-97-5
5-bromo-2-pyridylamine

: 223463-13-6
2-iodo-5-bromopyridine

Conditions

Conditions	Yield
With N-iodo-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 4h;	72%
With acetic acid; potassium iodide; sodium nitrite

: 624-28-2
2,5-dibromopyridine

A: 73290-22-9
2-bromo-5-iodo-pyridine

B: 116195-81-4
2,5-di-iodopyridine

C: 223463-13-6
2-iodo-5-bromopyridine

Conditions

Conditions	Yield
Stage #1: 2,5-dibromopyridine With nBu4ZnLi2*TMEDA In toluene at 20℃; for 1h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; toluene for 18h; Inert atmosphere;	A 41 %Spectr. B 13 %Spectr. C 23 %Spectr.

...Expand

: 624-28-2
2,5-dibromopyridine

A: 73290-22-9
2-bromo-5-iodo-pyridine

B: 223463-13-6
2-iodo-5-bromopyridine

Conditions

Conditions	Yield
Stage #1: 2,5-dibromopyridine With nBu4ZnLi2 In toluene at 20℃; for 1h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; toluene for 18h; Inert atmosphere;	A 8 %Spectr. B 80 %Spectr.

: 696-15-1
2-amino-5-bromopyridine 1-oxide

: 223463-13-6
2-iodo-5-bromopyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid; potassium iodide; sodium nitrite / water / 3 h / 20 °C 2: phosphorus trichloride / dichloromethane / 1 h / Reflux View Scheme

: 223463-13-6
2-iodo-5-bromopyridine

: 30418-59-8
3-Aminophenylboronic acid

: 1191616-42-8
3-(5-bromopyridin-2-yl)aniline

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; Suzuki Coupling; Sealed tube;	100%

: 223463-13-6
2-iodo-5-bromopyridine

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

: 31181-90-5
5-bromo-pyridine-2-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at -15 - -5℃; for 1h; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -5 - 25℃; for 1.5h;	99%
With isopropylmagnesium chloride In tetrahydrofuran at -10℃;	94%
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at -15 - 0℃; for 1h; Stage #2: N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1.5h; Stage #3: With hydrogenchloride In tetrahydrofuran for 0.5h; below 25 deg C;	90%

: 223463-13-6
2-iodo-5-bromopyridine

: 98-80-6
phenylboronic acid

: 27012-25-5
5-bromo-2-phenylpyridine

Conditions

Conditions	Yield
With potassium carbonate In 1,2-dimethoxyethane at 100℃; for 24h; Suzuki Coupling;	99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 2h; Inert atmosphere; Reflux;	95%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; benzene for 2h; Reflux;	94.43%

: 223463-13-6
2-iodo-5-bromopyridine

: 201802-67-7
4-(diphenylamino)phenyl boronic acid

: 1257900-36-9
4-(5-bromopyridin-2-yl)-N,N-diphenylaniline

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 80℃; for 19h; Inert atmosphere;	98%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 80℃; for 20.5h; Inert atmosphere;	98%

: 223463-13-6
2-iodo-5-bromopyridine

: C77H118N2O24

: C97H126Br4N6O24

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In toluene at 20℃; for 12h; Inert atmosphere;	98%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 223463-13-6
2-iodo-5-bromopyridine

: 29682-15-3
methyl 5-bromopicolinate

Conditions

Conditions	Yield
With TEA; bis-triphenylphosphine-palladium(II) chloride at 60℃; under 3102.97 Torr; for 15h;	97%

...Expand

: 223463-13-6
2-iodo-5-bromopyridine

: 1066-45-1
trimethyltin(IV)chloride

: 198985-48-7
5-bromo-2-(trimethylstannyl)pyridine

Conditions

Conditions	Yield
With C4H9Li In hexane; toluene addn. of hexane soln. of butyllithium to toluene soln. of pyridine deriv. at -20°C, stirring at -78°C for 2 h, addn. of toluene soln. of tin compd., stirring for 1 h at -78°C, warming to room temp.; evapn., extn. (CH2Cl2), filtration, evapn., chromy. (alumina, diethyl ether), NMR and MS;	97%
With CH3CH2CH2CH2Li In toluene treatment of pyridine deriv. with butyllithium at -20.degre.C in toluene, cooing to -78°C, treatment with tin compd., warming to room temp.;	86%
Stage #1: 2-iodo-5-bromopyridine With n-butyllithium In hexane; toluene at -40 - -30℃; for 0.5h; Stage #2: trimethyltin(IV)chloride In hexane; toluene at -78℃; for 1h;	75%

: 223463-13-6
2-iodo-5-bromopyridine

: 105-53-3
diethyl malonate

: 1215098-80-8
diethyl 2-(5-bromopyridin-2-yl)malonate

Conditions

Conditions	Yield
With 2-Picolinic acid; copper(l) iodide; caesium carbonate In 1,4-dioxane at 70℃;	97%
With 2-Picolinic acid; copper(l) iodide; caesium carbonate In 1,4-dioxane at 70℃; for 24h; Inert atmosphere;	50%
With 2-Picolinic acid; copper(l) iodide; caesium carbonate In 1,4-dioxane at 80℃; for 16h;

: 223463-13-6
2-iodo-5-bromopyridine

: 5720-07-0
4-methoxyphenylboronic acid

: 88345-93-1
5-bromo-2-(4-methyloxyphenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 80℃; for 40.5h; Inert atmosphere;	97%
Stage #1: 2-iodo-5-bromopyridine; 4-methoxyphenylboronic acid With sodium carbonate In 1,4-dioxane; water for 0.5h; Suzuki Coupling; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 80 - 110℃; Inert atmosphere;	52%

: 223463-13-6
2-iodo-5-bromopyridine

: 1572938-37-4
1-phenyl-2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)-1H-benzo[d]imidazole

: 2-(5-bromo-[2,3’-bipyridin]-6’-yl)-1-phenyl-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 20h; Inert atmosphere;	97%

: 223463-13-6
2-iodo-5-bromopyridine

: 675571-82-1
N,N-diphenyl-4’-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1’-biphenyl]-4-amine

: 4’-(5-bromopyridin-2-yl)-N,N-diphenyl-[1,1‘-biphenyl]-4-amine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 95℃; for 24h; Inert atmosphere;	97%

: 2314-97-8
iodotrifluoromethane

: 223463-13-6
2-iodo-5-bromopyridine

: 7440-66-6
zinc

: 436799-32-5
5-bromo-2(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Stage #1: iodotrifluoromethane; zinc With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone at 20℃; for 2h; Inert atmosphere; Stage #2: 2-iodo-5-bromopyridine With copper(l) iodide at 50℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; chemoselective reaction;	96%

...Expand

: 223463-13-6
2-iodo-5-bromopyridine

: 3-methyl-N-(quinolin-8-yl)thiophene-2-carboxamide

: 3-((5-bromopyridin-2-yl)methyl)-N-(quinolin-8-yl)thiophene-2-carboxamide

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate In toluene at 110℃; for 12h; Inert atmosphere;	96%

: 223463-13-6
2-iodo-5-bromopyridine

: 606129-90-2
3,6-di(N-carbazolyl)carbazole

: C41H25BrN4

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In chlorobenzene at 120℃; Inert atmosphere;	96%

: 223463-13-6
2-iodo-5-bromopyridine

: 3-bromo-6-deuteriopyridine

Conditions

Conditions	Yield
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.75h; Stage #2: With d(4)-methanol In tetrahydrofuran at 20℃; for 0.25h;	95%
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 1h; Stage #2: With d(4)-methanol In tetrahydrofuran at 20℃; for 0.5h;	37.7%

: 223463-13-6
2-iodo-5-bromopyridine

: pyridin-2-ylzinc(II) bromide

: 15862-19-8
5-bromo-2,2'-bipyridyl

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 75℃; for 18h;	95%
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 24h;	89%
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; Inert atmosphere;	83%

: 223463-13-6
2-iodo-5-bromopyridine

: 1415115-02-4
2-pyridyl fluoroiodomethyl sulfone

: 1415115-23-9
C11H8BrFN2O2S

Conditions

Conditions	Yield
Stage #1: 2-pyridyl fluoroiodomethyl sulfone With diethylzinc In hexane; N,N-dimethyl-formamide at -30 - -25℃; for 0.0833333h; Inert atmosphere; Stage #2: With copper(l) iodide In hexane; N,N-dimethyl-formamide at -15℃; for 0.25h; Inert atmosphere; Stage #3: 2-iodo-5-bromopyridine In hexane; N,N-dimethyl-formamide at 20℃; for 8h; Solvent; Temperature; Inert atmosphere;	95%

: 223463-13-6
2-iodo-5-bromopyridine

: 98-80-6
phenylboronic acid

: 15827-72-2
2,5-diphenylpyridine

Conditions

Conditions	Yield
With potassium carbonate In water at 50℃; for 2.5h; Suzuki Coupling;	95%
With magnesium hydroxide; potassium hydroxide; barium(II) hydroxide; calcium hydroxide In water at 20℃; for 2.5h; Suzuki Coupling;	95%
With 0.1 % Cu/C; potassium carbonate In water at 50℃; for 3.5h; Suzuki Coupling; Green chemistry;	92%

: 51-17-2
benzoimidazole

: 223463-13-6
2-iodo-5-bromopyridine

: 1-(6-iodopyridin-3-yl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 14h; Ullmann Condensation;	95%

: 288-13-1
NH-pyrazole

: 223463-13-6
2-iodo-5-bromopyridine

: C8H6IN3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 14h; Ullmann Condensation;	95%

: 1849-01-0
1-methyl-2-benzimidazolone

: 223463-13-6
2-iodo-5-bromopyridine

: 1043906-09-7
1-(5-bromopyridin-2-yl)-3-methyl-1H-benzo[d]midazol-2(3H)-one

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;	94%

: 591-50-4
iodobenzene

: 223463-13-6
2-iodo-5-bromopyridine

: 27012-25-5
5-bromo-2-phenylpyridine

Conditions

Conditions	Yield
Stage #1: 2-iodo-5-bromopyridine With zinc In tetrahydrofuran at 0 - 20℃; Negishi coupling reaction; Inert atmosphere; Stage #2: iodobenzene With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 24h; Negishi coupling reaction; Inert atmosphere; chemoselective reaction;	94%

: 201230-82-2
carbon monoxide

: 223463-13-6
2-iodo-5-bromopyridine

: 100-51-6
benzyl alcohol

: 188052-14-4
5-bromopyridine-2-carboxylic acid benzyl ester

Conditions

Conditions	Yield
With TEA; bis-triphenylphosphine-palladium(II) chloride at 60℃; under 3102.97 Torr; for 15h;	93%

...Expand

: 223463-13-6
2-iodo-5-bromopyridine

: 551951-04-3
3,6-bis(3,6-di-tert-butylcarbazol-N-yl)carbazole

: C57H57BrN4

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate In chlorobenzene at 120℃; for 24h; Inert atmosphere;	92%

: 828-27-3
4-Trifluoromethoxyphenol

: 223463-13-6
2-iodo-5-bromopyridine

: 909849-01-0
5-bromo-2-({4-[(trifluoromethyl)oxy]phenyl}oxy)pyridine

Conditions

Conditions	Yield
With 2-Picolinic acid; potassium phosphate; copper(l) iodide In dimethyl sulfoxide at 80℃; for 18h;	91%

: 127-19-5
N,N-dimethyl acetamide

: 223463-13-6
2-iodo-5-bromopyridine

: 214701-49-2
1-(5-bromopyridin-2-yl)ethanone

Conditions

Conditions	Yield
Stage #1: 2-iodo-5-bromopyridine With n-butyllithium In hexane; toluene at -40℃; for 1h; Stage #2: N,N-dimethyl acetamide In hexane; toluene at -40 - 20℃; for 1h;	91%

: 51-17-2
benzoimidazole

: 223463-13-6
2-iodo-5-bromopyridine

: 1043906-08-6
1-(5-bromopyridin-2-yl)-1H-benzo[d]imidazole

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;	90%

: 223463-13-6
2-iodo-5-bromopyridine

: 119020-01-8
(S)-2-(aminomethyl)pyrrolidine-1-carboxylic acid tert-butyl ester

: 475106-13-9
C15H22BrN3O2

Conditions

Conditions	Yield
With 2-(2-methyl-1-oxopropyl)cyclohexanone; caesium carbonate; copper(l) iodide for 20h; Inert atmosphere;	90%

: 223463-13-6
2-iodo-5-bromopyridine

: 7,7-diphenyl-5,7-dihydroindeno[2,1-b]carbazole

: C36H23BrN2

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; ethylenediamine In toluene at 135℃; for 5h;	90%

5-Bromo-2-iodopyridine Chemical Properties

IUPAC Name: 5-bromo-2-iodopyridine
Empirical Formula: C₅H₃BrIN
Molecular Weight: 283.8925
Structure of 5-Bromo-2-iodopyridine (CAS NO.223463-13-6):

Index of Refraction: 1.665
Molar Refractivity: 44.94 cm³
Molar Volume: 120.9 cm³
Polarizability: 17.81×10^-24cm³
Surface Tension: 53.8 dyne/cm
Density: 2.347 g/cm³
Flash Point: 110.3 °C
Enthalpy of Vaporization: 47.63 kJ/mol
Melting Point: 113-117 °C(lit.)
Boiling Point: 258.8 °C at 760 mmHg
Vapour Pressure: 0.0218 mmHg at 25°C
Sensitive: Light Sensitive
Product Categories: blocks;Bromides;Iodides;Pyridines;Pyridine;pyridine derivative;Pyridine Series;Halides;Heterocycles;Pyridines derivates;Heterocycle;Bromopyridines;Halopyridines;Iodopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
Canonical SMILES: C1=CC(=NC=C1Br)I
InChI: InChI=1S/C5H3BrIN/c6-4-1-2-5(7)8-3-4/h1-3H
InChIKey: HSNBRDZXJMPDGH-UHFFFAOYSA-N

5-Bromo-2-iodopyridine Safety Profile

Hazard Codes: Xi
Hazard Note:Irritant
Risk Statements:
36/37/38: Irritating to eyes, respiratory system and 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
37/39: Wear suitable gloves and eye/face protection

5-Bromo-2-iodopyridine Specification

5-Bromo-2-iodopyridine , its cas register number is 223463-13-6. It also can be called 2-Iodo-5-Bromopyridine ; 5-Brom-2-iodpyridin ; pyridine, 5-bromo-2-iodo- . 5-Bromo-2-iodopyridine (CAS NO.223463-13-6) is a light yellow cryst.

Product Name

5-Bromo-2-iodopyridine

Synthetic route

5-Bromo-2-iodopyridine Chemical Properties

5-Bromo-2-iodopyridine Safety Profile

5-Bromo-2-iodopyridine Specification

Related Products

Hot Products