6-Bromoimidazo[1,2-a]pyridine supplier

Name
6-Bromoimidazo[1,2-a]pyridine
EINECS 689-291-9
CAS No. 6188-23-4
Article Data39
CAS DataBase
Density 1.69 g/cm³
Solubility slightly soluble in water.
Melting Point 76-78 °C
Formula C₇H₅BrN₂
Boiling Point 165 °C(Press: 1.5 Torr)
Molecular Weight 197.034
Flash Point
Transport Information
Appearance
Safety 22-26-36/37/39
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Imidazo[1,2-a]pyridine,6-bromo-;
PSA 17.30000
LogP 2.09680

Synthetic route

: 107-20-0
2-chloroethanal

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

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
Stage #1: 2-chloroethanal; 5-bromo-2-pyridylamine In ethanol; water for 3h; Reflux; Stage #2: With sodium hydrogencarbonate In water	100%
In ethanol; water at 80℃; for 15h;	100%
In ethanol for 6h; Reflux;	98%

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

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With hydrogen bromide In ethanol; water at 103℃;	97%
With hydrogen bromide In ethanol; water at 100℃; for 8h;	87%
With hydrogen bromide In ethanol; water at 100℃; for 8h;	83%
With hydrogenchloride; sodium hydrogencarbonate 1) H2O, a) r.t., b) 80 deg C, 2) r.t.; Yield given. Multistep reaction;

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

: bromoacetaldehyde diethyl acetal

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With hydrogen bromide In ethanol; water at 100℃; for 8h;	87.2%

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

: 97-97-2
chloroacetaldehyde dimethyl acetal

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-pyridylamine; chloroacetaldehyde dimethyl acetal With hydrogenchloride; sodium acetate In ethanol; water for 2.5h; Reflux; Stage #2: With sodium hydrogencarbonate In water pH=Ca. 7;	64.28%
With hydrogenchloride; sodium hydroxide; sodium acetate In water; water ethanol
With hydrogenchloride; sodium hydroxide; sodium acetate In water; water ethanol
With hydrogenchloride; sodium hydroxide; sodium acetate; sodium In water; water ethanol

: 107-20-0
2-chloroethanal

: 13534-97-9
6-bromopyridine-3-amine

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
In ethanol; water for 18h; Heating / reflux;

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

: 621-62-5
chloroacetaldehyde diethyl acetal

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
Stage #1: chloroacetaldehyde diethyl acetal With hydrogenchloride In water at 90℃; for 0.166667h; Stage #2: 5-bromo-2-pyridylamine With sodium acetate In ethanol; water for 0.333333h; Reflux;

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 74-89-5
methylamine

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: N-methylimidazo[1,2-a]pyridine-6-carboxamide

Conditions

Conditions	Yield
With palladium [2'-(amino-κN)[1,1'-biphenyl]-2-yl-κC][[5-(diphenylphosphino)-9,9-dimethyl-9H-xanthen-4-yl]diphenylphosphine-κP](methanesulfonato-κO); 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In tetrahydrofuran; 1,4-dioxane at 85℃; Inert atmosphere; Sealed tube;	100%

...Expand

: 762-04-9
phosphonic acid diethyl ester

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: diethyl imidazo[1,2-a]pyridin-6-ylphosphonate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 110℃; for 2h; Inert atmosphere;	100%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 64064-71-7
6-bromo-3-nitro-imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With sulfuric acid; nitric acid In water at 20℃; for 0.25h;	99%
With nitric acid In sulfuric acid
With nitric acid In sulfuric acid
With nitric acid In sulfuric acid

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: N,N-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

: C15H15N3

Conditions

Conditions	Yield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane In 1,4-dioxane; water at 100℃;	99%

: 1096142-78-7
ethyl (3-methylphenyl)phosphinate

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: ethyl imidazo[1,2-a]pyridin-6-yl(m-tolyl)phosphinate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 110℃; for 2h; Inert atmosphere;	99%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 6-bromoimidazo[1,2-a]pyridine-3-sulfonic acid

Conditions

Conditions	Yield
With chlorosulfonic acid In chloroform for 24h; Reflux;	98%
With chlorosulfonic acid In chloroform for 16h; Reflux;	85%
With chlorosulfonic acid In chloroform for 24h; Reflux;

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 474706-74-6
6-bromo-3-iodoimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With N-iodo-succinimide In acetonitrile at 20℃; for 1h;	96%
With N-iodo-succinimide In acetonitrile at 20℃; for 12h; Inert atmosphere;	85%
With N-iodo-succinimide In acetonitrile for 16.0833h;	77%

: 124-40-3
dimethyl amine

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 13939-06-5, 199620-15-0
molybdenum hexacarbonyl

: N,N-dimethylimidazo[1,2-a]pyridine-6-carboxamide

Conditions

Conditions	Yield
With palladium [2'-(amino-κN)[1,1'-biphenyl]-2-yl-κC][[5-(diphenylphosphino)-9,9-dimethyl-9H-xanthen-4-yl]diphenylphosphine-κP](methanesulfonato-κO); 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In tetrahydrofuran; 1,4-dioxane at 85℃; Inert atmosphere; Sealed tube;	96%

...Expand

: 1083326-73-1
N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)-2,4-difluorobenzenesulfonamide

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 1609565-45-8
2,4-difluoro-N-(5-(imidazo[1,2-a]pyridin-6-yl)-2-methoxypyridin-3-yl)benzenesulfonamide

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water at 110℃; for 3h; Suzuki Coupling; Inert atmosphere;	95%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water at 110℃; for 3h; Suzuki Coupling; Inert atmosphere;	95%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 70℃; for 6h; Inert atmosphere;

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 899436-71-6
(2-methylpyridin-3-yl)boronic acid

: 1611001-25-2
6-(2-methylpyridin-3-yl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	95%

: 1809-20-7
diisopropyl hydrogenphosphonate

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: diisopropyl imidazo[1,2-a]pyridin-6-ylphosphonate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 110℃; for 2h; Inert atmosphere;	94%

: 1335150-96-3
ethyl [3-(trifluoromethyl)phenyl]phosphinate

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: ethyl imidazo[1,2-a]pyridin-6-yl(3-(trifluoromethyl)phenyl)phosphinate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 110℃; for 4h; Inert atmosphere;	93%

: 947249-01-6
5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3-trifluoromethyl-pyridin-2-ylamine

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 1611001-27-4
5-(imidazo[1,2-a]pyridin-6-yl)-3-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	92.12%

: 2-((difluoromethyl)thio)isoindoline-1,3-dione

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 6-bromo-3-((difluoromethyl)thio)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With sodium chloride In N,N-dimethyl-formamide at 80℃; for 16h; Schlenk technique; Inert atmosphere;	92%

: 78-84-2
isobutyraldehyde

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 6-bromo-3-(2-methyl-propenyl)-imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With acetic acid at 130℃; for 10h;	91%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 4559-70-0
Diphenylphosphine oxide

: imidazo[1,2-a]pyridin-6-yldiphenylphosphine oxide

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 110℃; for 5h; Inert atmosphere;	91%

: 100-52-7
benzaldehyde

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: C21H14Br2N4

Conditions

Conditions	Yield
With sodium acetate; acetic acid for 24h; Heating;	90%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 109299-78-7
pyrimidine 5-boronic acid

: 1611001-15-0
6-(pyrimidin-5-yl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	90%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 411235-57-9
cyclopropylboronic acid

: 6-cyclopropylimidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 100℃;	90%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 659742-21-9
(6-methylpyridin-3-yl)boronic acid

: 1611000-95-3
6-(6-methylpyridin-3-yl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	89%

: 115-18-4
2-methyl-3-buten-2-ol

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: (E)-4-(imidazo[1,2-a]pyridin-6-yl)-2-methylbut-3-en-2-ol

Conditions

Conditions	Yield
With dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; palladium diacetate; sodium hydrogencarbonate In N,N-dimethyl-formamide at 120℃; for 8h; Sealed tube; Inert atmosphere; Glovebox; Schlenk technique;	89%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 112-55-0
1-dodecylthiol

: C19H29BrN2S

Conditions

Conditions	Yield
With copper(l) iodide; oxygen In dimethyl sulfoxide at 100℃; regioselective reaction;	89%

: 269410-08-4
pyrazole-4-boronic acid pinacol ester

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 1205744-45-1
6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With sodium carbonate; bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine In water; N,N-dimethyl-formamide at 130℃; for 0.5h; Microwave irradiation; Inert atmosphere;	89%

: 1692-15-5
4-pyridylboronic acid

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 6-(4-pyridinyl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With sodium carbonate; bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine In water; N,N-dimethyl-formamide at 130℃; for 0.5h; Microwave irradiation; Inert atmosphere;	89%

: lithium 2,4-dimethoxypyrimidine-5-sulfinate

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 6-(2,4-dimethoxypyrimidin-5-yl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
Stage #1: lithium 2,4-dimethoxypyrimidine-5-sulfinate With potassium carbonate In 1,4-dioxane for 0.25h; Sealed tube; Inert atmosphere; Stage #2: 6-bromoimidazo[1,2-a]pyridine With palladium diacetate; tricyclohexylphosphine In 1,4-dioxane at 140℃; for 24h; Sealed tube; Inert atmosphere; Sonication;	89%

: N-(benzenesulfonyl)-N-[(trifluoromethyl)sulfanyl]benzenesulfonamide

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 6-bromo-3-(trifluoromethylthio)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 1h; Schlenk technique; Inert atmosphere;	88%

: 6188-23-4
6-bromoimidazo[1,2-a]pyridine

: 163105-89-3
2-methoxy-pyridine-5-boronic acid

: 1611001-50-3
6-(6-methoxypyridin-3-yl)imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In N,N-dimethyl-formamide at 120℃; for 2h; Inert atmosphere;	87.71%

6-Bromoimidazo[1,2-a]pyridine Chemical Properties

IUPAC Name: 6-Bromoimidazo[1,2-a]pyridine
Following is the structure of 6-Bromoimidazo[1,2-a]pyridine (CAS NO.6188-23-4):

Empirical Formula: C₇H₅BrN₂
Molecular Weight: 197.032
Index of Refraction: 1.688
Molar Refractivity: 44.26 cm³
Molar Volume: 116 cm³
Density: 1.69 g/cm³
Melting point: 76-78 °C
Polarizability: 17.54 10^-24cm³
Surface Tension: 52.4 dyne/cm
Product Categories of 6-Bromoimidazo[1,2-a]pyridine (CAS NO.6188-23-4): blocks; Bromides; Imidazoles; Pyridines; CHIRAL CHEMICALS; Building Blocks; Imidazo[x,x-y]pyridine
Canonical SMILES: C1=CC2=NC=CN2C=C1Br
InChI: InChI=1S/C7H5BrN2/c8-6-1-2-7-9-3-4-10(7)5-6/h1-5H
InChIKey: FXPMFQUOGYGTAM-UHFFFAOYSA-N

6-Bromoimidazo[1,2-a]pyridine Uses

6-Bromoimidazo[1,2-a]pyridine (CAS NO.6188-23-4) is used for chiral chemicals.

6-Bromoimidazo[1,2-a]pyridine Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-26-36/37/39
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Harmful
HazardClass: IRRITANT

6-Bromoimidazo[1,2-a]pyridine Specification

6-Bromoimidazo[1,2-a]pyridine , its cas register number 6188-23-4. It also can be called Imidazo[1,2-a]pyridine, 6-bromo- .

Product Name

6-Bromoimidazo[1,2-a]pyridine

Synthetic route

6-Bromoimidazo[1,2-a]pyridine Chemical Properties

6-Bromoimidazo[1,2-a]pyridine Uses

6-Bromoimidazo[1,2-a]pyridine Safety Profile

6-Bromoimidazo[1,2-a]pyridine Specification

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