2-Acetyl-5-bromopyridine supplier

Name
1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE
EINECS 696-558-3
CAS No. 214701-49-2
Article Data21
CAS DataBase
Density 1.534 g/cm³
Solubility
Melting Point 112 °C
Formula C₇H₆BrNO
Boiling Point 257.2 °C at 760 mmHg
Molecular Weight 200.035
Flash Point 109.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-(5-Bromopyridin-2-yl)ethanone;
PSA 29.96000
LogP 2.04670

Synthetic route

: 624-28-2
2,5-dibromopyridine

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

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

Conditions

Conditions	Yield
With n-butyllithium In hexane; toluene at -40 - 20℃; for 2h; Inert atmosphere;	100%
Stage #1: 2,5-dibromopyridine With n-butyllithium In hexane; toluene at -40℃; for 0.666667h; Stage #2: N,N-dimethyl acetamide In hexane; toluene at 20℃; for 1h; Further stages.;	83%
Stage #1: 2,5-dibromopyridine With n-butyllithium In toluene Inert atmosphere; Stage #2: N,N-dimethyl acetamide In toluene Inert atmosphere;	83%

: 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%

: 1211592-38-9
5-bromo-N-methyoxy-N-methylpyridine-2-carboxamide

: 676-58-4
methylmagnesium chloride

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

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 1h;	90%

: 111770-80-0
3-bromo-6-(trimethylsilylethynyl)pyridine

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

Conditions

Conditions	Yield
With sulfuric acid; mercury(II) diacetate In water; acetone for 1h; Heating;	80%

: 75-16-1
methylmagnesium bromide

: 97483-77-7
2-Cyano-5-bromopyridine

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

Conditions

Conditions	Yield
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - -10℃; for 3h; Stage #2: With hydrogenchloride In tetrahydrofuran at -35℃; for 0.166667h; Further stages.;	65%
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - -10℃; for 3h; Stage #2: With hydrogenchloride; water In tetrahydrofuran at -40 - -35℃; for 0.166667h;	65%
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - -10℃; for 3h; Stage #2: With hydrogenchloride; water In tetrahydrofuran at -40 - -35℃; for 0.166667h; Stage #3: In tetrahydrofuran; water pH=7; potassium phosphate buffer;	65%

: 624-28-2
2,5-dibromopyridine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / NaCN / dimethylformamide / 3 h / Heating 2: tetrahydrofuran / 2 h / -20 °C View Scheme

: 676-58-4
methylmagnesium chloride

: 97483-77-7
2-Cyano-5-bromopyridine

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

Conditions

Conditions	Yield
Stage #1: methylmagnesium chloride; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20℃; for 2h; Stage #2: With water; ammonium chloride In tetrahydrofuran
Stage #1: methylmagnesium chloride; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20℃; for 2h; Stage #2: With water; ammonium chloride In tetrahydrofuran

: 30766-11-1
5-bromoisonicotinic acid

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 48 h / 18 - 25 °C 2: tetrahydrofuran / 1 h / -78 °C View Scheme
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C 2: tetrahydrofuran / 1 h / 0 - 20 °C View Scheme

: 845305-87-5
5-bromo-2-(N-methylaminocarbonyl)pyridine

: 917-54-4
methyllithium

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

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 1h;

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: isopropylmagnesium bromide / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling with ice 1.2: 0.5 h / 20 °C / Cooling with ice 2.1: manganese(IV) oxide / dichloromethane / 40 °C View Scheme

: 2-(1-hydroxyethyl)-5-bromopyridine

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

Conditions

Conditions	Yield
With manganese(IV) oxide In dichloromethane at 40℃;	7.39 g

: 676-58-4
methylmagnesium chloride

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

: 290307-40-3
2-(5-bromopyridin-2-yl)propan-2-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 1h;	100%
In tetrahydrofuran at 0 - 20℃; for 12h;	86%

: 5720-07-0
4-methoxyphenylboronic acid

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

: 135943-41-8
1-(5-(4-methoxyphenyl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 90℃; for 1h; Suzuki Coupling; Microwave irradiation;	95%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 105℃; Suzuki reaction; Inert atmosphere;	90%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 6h; Inert atmosphere;	88%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene at 70℃; for 5h; Inert atmosphere;	88%

: 132101-64-5, 27943-46-0
3-methyl-3-(tetrahydro-2H-pyran-2-yloxy)butyne

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

: 1315466-06-8
1-(5-(3-methyl-3-(THP-2-yloxy)but-1-ynyl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) at 50℃; for 10h; Sonogashira reaction; Inert atmosphere;	94%

: 24850-33-7
allyltributylstanane

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

: 265108-00-7
C10H11NO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In toluene at 105℃; for 12h; Stille reaction; Inert atmosphere;	94%

: tert-butyl α-phenyl β-nitroacrylate

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

: (R)-tert-butyl 2-nitromethyl-4-oxo-2-phenyl-4-(5-bromopyridin-2-yl)butanoate

Conditions

Conditions	Yield
Stage #1: 1-(5-bromopyridin-2-yl)ethanone With bis(acetylacetonate)nickel(II); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline) In isopropyl alcohol for 0.333333h; Inert atmosphere; Schlenk technique; Stage #2: tert-butyl α-phenyl β-nitroacrylate In isopropyl alcohol at 20℃; for 12h; Inert atmosphere; Schlenk technique; enantioselective reaction;	94%

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

: 2-(1-hydroxyethyl)-5-bromopyridine

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate at 20℃; for 0.166667h;	91.9%
With sodium tetrahydroborate; ethanol at 20℃; for 24h; Concentration; Time;	90%
With sodium tetrahydroborate; ethanol at 20℃; for 24h; Concentration;	90%
With methanol; sodium tetrahydroborate at 0 - 25℃; for 2h;
With methanol; sodium tetrahydroborate at 20℃;

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

: 1024741-92-1
6-bromo-3-methyl-[1,2,3]triazolo[1,5-a]pyridine

Conditions

Conditions	Yield
With hydrazine hydrate In methanol for 3h; Reflux;	91%
Stage #1: 1-(5-bromopyridin-2-yl)ethanone With hydrazine hydrate In ethanol for 1h; Reflux; Stage #2: With [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 0.5h;	71%

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

: 1-(5-bromopyridin-2-yl)ethan-1-ol

Conditions

Conditions	Yield
Stage #1: 1-(5-bromopyridin-2-yl)ethanone With trimethylaluminum; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; 3,3'-bis-(3,5-bis-trifluoromethyl-phenyl)-[1,1']binaphthalenyl-2,2'-diol In toluene at 20℃; for 2h; Glovebox; Inert atmosphere; Stage #2: With methanol for 0.5h; enantioselective reaction;	91%
With [(1S,2S)-N-(p-toluensulfonyl)-1,2-diphenylethanediamine](p-cymene)ruthenium (I); formic acid; triethylamine In dichloromethane at 20 - 30℃;

: 73183-34-3
bis(pinacol)diborane

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

: 741709-59-1
1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaboralan-2-yl)pyridin-2-yl)ethan-1-one

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane for 4h; Inert atmosphere; Reflux;	90%
With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 100℃; for 2.5h;
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 100℃; for 16h; Inert atmosphere;

: 81290-20-2
(trifluoromethyl)trimethylsilane

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

: 959842-22-9
2-(5-bromo-2-pyridinyl)-1,1,1-trifluoro-2-propanol

Conditions

Conditions	Yield
Stage #1: (trifluoromethyl)trimethylsilane; 1-(5-bromopyridin-2-yl)ethanone With cesium fluoride In 1,2-dimethoxyethane at 0℃; for 2.5h; Stage #2: With tetrabutyl ammonium fluoride In 1,2-dimethoxyethane at 20℃; for 2.5h;	90%

: 557-20-0
diethylzinc

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

: 286411-85-6
1-(5-ethyl-2-pyridinyl)ethanone

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 50℃; for 1h; Inert atmosphere;	88%
palladium bis[bis(diphenylphosphino)ferrocene] dichloride In 1,4-dioxane; hexane at 50℃; Inert atmosphere;

: 107-21-1
ethylene glycol

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

: 214701-33-4
5-bromo-2-(2-methyl-1,3-dioxolan-2-yl)pyridine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene for 3h; Heating;	86%
With aniline; toluene-4-sulfonic acid for 3h; Heating;
With aniline; toluene-4-sulfonic acid for 3h; Heating;

: 24067-17-2
4-nitrophenylboronic acid

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

: 1315466-04-6
1-(5-(4-nitrophenyl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 6h; Inert atmosphere;	86%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene Suzuki reaction; Inert atmosphere; Heating;	100 mg

: potassium 3,5-bis(trifluoromethyl)phenyltrifluoroborate

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

: 1315466-03-5
1-(5-(3,5-bis(trifluoromethyl)phenyl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 105℃; for 12h; Suzuki reaction; Inert atmosphere;	85%

: 1071924-13-4
2-[3,5-bis(1,1-dimethylethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

: 1221421-07-3
2-acetyl-5-[3,5-bis(1,1-dimethylethyl)phenyl]pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 85℃; Inert atmosphere;	84%

: 1066-54-2
trimethylsilylacetylene

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

: 1315466-05-7
1-(5-((trimethylsilyl)ethynyl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With bis(benzonitrile)palladium(II) dichloride; copper diacetate; diisopropylamine; triphenylphosphine at 80℃; for 4h; Sonogashira reaction; Inert atmosphere;	84%

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

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

: 1315466-07-9
1-(5-(3-methyl-1-butyn-3-ol-1-yl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) at 50℃; for 10h; Sonogashira reaction; Inert atmosphere;	83%

: 98-80-6
phenylboronic acid

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

: 866326-59-2
1-(5-phenylpyridin-2-yl)ethanone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 105℃; Suzuki reaction; Inert atmosphere;	81%

: 741709-63-7
2-cyanopyridine-5-boronic acid pinacol ester

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

: 1429330-48-2
6'-acetyl-[3,3‘-bipyridine]-6-carbonitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; toluene at 75 - 80℃; for 6h; Inert atmosphere;	80%

: 107-19-7
propargyl alcohol

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

: C10H9NO2

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 80℃; for 16h; Inert atmosphere;	77%

: 98-01-1
furfural

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

: 1422195-61-6
C12H8BrNO2

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 0℃; for 4h;	75%
With sodium hydroxide In methanol at 0℃; for 5h;	75%

: 99-93-4
4-Hydroxyacetophenone

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

: 1-(5-(4-acetylphenoxy)pyridin-2-yl)ethan-1-one

Conditions

Conditions	Yield
With potassium phosphate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; [nickel(II) (4,4'-di-tert-butyl-2,2'-bipyridine)(bromide)2] at 25℃; for 36h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	75%

: 55552-70-0
furan-3-boronic acid

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

: 1429099-40-0
1-(5-(furan-3-yl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 100℃; for 4h; Inert atmosphere;	74%

: 1427171-69-4
(3R,3aS)-3-(hydroxymethyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3a,4-dihydro-1H,3H-benzo[b]oxazolo[3,4-d][1,4]oxazin-1-one

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

: 1427171-86-5
(3R,3aS)-7-(6-acetylpyridin-3-yl)-3-(hydroxylmethyl)-3a,4-dihydrobenzo [b]oxazolo[3,4-d][1,4]oxazin-1(3H)-one

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In 1,4-dioxane; water at 80℃; Inert atmosphere;	72%

: 1765-93-1
4-fluoroboronic acid

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

: 1225953-80-9
1-(5-(4-fluorophenyl)pyridin-2-yl)ethanone

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 75 - 80℃; for 6h; Inert atmosphere;	66%

: potassium cyanide

: 506-87-6
ammonium carbonate

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

: 5-(5-bromopyridin-2-yl)-5-methylimidazolidine-2,4-dione

Conditions

Conditions	Yield
In ethanol; water at 55℃; for 18h; Bucherer-Bergs Reaction;	66%

...Expand

2-Acetyl-5-bromopyridine Chemical Properties

Empirical Formula: C₇H₆BrNO
Molecular Weight: 200.0326
Nominal Mass: 199 Da
Average Mass: 200.0326 Da
Monoisotopic Mass: 198.963269 Da
Index of Refraction: 1.558
Molar Refractivity: 42.06 cm³
Molar Volume: 130.3 cm³
Surface Tension: 44.6 dyne/cm
Density: 1.534 g/cm³
Flash Point: 109.4 °C
Enthalpy of Vaporization: 49.48 kJ/mol
Boiling Point: 257.2 °C at 760 mmHg
Vapour Pressure: 0.0147 mmHg at 25 °C
Structure of 2-Acetyl-5-bromopyridine (CAS NO.214701-49-2):

Product Category of 2-Acetyl-5-bromopyridine (CAS NO.214701-49-2): API intermediates;Pyridines

2-Acetyl-5-bromopyridine Specification

2-Acetyl-5-bromopyridine , its cas register number is 214701-49-2. It also can be called 1-(5-Brom-2-pyridinyl)ethanon ; 1-(5-Bromo-2-pyridinyl)ethanone ; and 5-Bromo-2-acetylpyridine .

Product Name

1-(5-BROMO-PYRIDIN-2-YL)-ETHANONE

Synthetic route

2-Acetyl-5-bromopyridine Chemical Properties

2-Acetyl-5-bromopyridine Specification

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