2-Bromo-5-fluoropyridine supplier

Name
2-Bromo-5-fluoropyridine
EINECS 629-269-8
CAS No. 41404-58-4
Article Data6
CAS DataBase
Density 1.707 g/cm³
Solubility
Melting Point 30-31 °C(lit.)
Formula C₅H₃BrFN
Boiling Point 171.6 °C at 760 mmHg
Molecular Weight 175.988
Flash Point 57.6 °C
Transport Information UN 2811
Appearance light yellow cryst
Safety 26-36-16
Risk Codes 36/37/38-20/21/22-10
Molecular Structure
Hazard Symbols Xi, Xn, F
Synonyms 2-Bromo-5-fluoro-pyridine;2-bromo-5-fluoro pyridine;3-fluoro-6-bromopyridine;2-BroMo-5-fluoropyridine;5-fluoro-2-bromopyridine;
PSA 12.89000
LogP 1.98320

Synthetic route

: 21717-96-4
2-amino-5-fluoropyridine

: 41404-58-4
2-bromo-5-fluoropyridine

Conditions

Conditions	Yield
Stage #1: 2-amino-5-fluoropyridine With hydrogen bromide; bromine; sodium nitrite In water at 0 - 5℃; for 1h; Stage #2: With sodium hydroxide In water at 20℃; for 0.333333h;	66%
Stage #1: 2-amino-5-fluoropyridine With hydrogen bromide; bromine at 0℃; for 0.333333h; Stage #2: With sodium nitrite In water at -10℃; for 2h; Stage #3: With sodium hydroxide In water at 5℃; for 0.5h;	36%
Sandmayer reaction;

: 41404-58-4
2-bromo-5-fluoropyridine

: 2-bromo-5-fluoro-1-oxido-pyridin-1-ium

Conditions

Conditions	Yield
With urea hydrogen peroxide adduct; trifluoroacetic anhydride In chloroform at 20℃; for 15h;	100%
With dihydrogen peroxide; trifluoroacetic acid In water at 80℃; for 16h;	90%
With dihydrogen peroxide; trifluoroacetic anhydride In dichloromethane; water at 0 - 20℃; for 18h;	76%

: 41404-58-4
2-bromo-5-fluoropyridine

: 146553-06-2, 87694-49-3
tert-butyl {(S)-1-[methoxy(methyl)amino]-1-oxopropan-2-yl}carbamate

: tert-butyl N-[(1S)-2-(5-fluoro-2-pyridyl)-1-methyl-2-oxo-ethyl]carbamate

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-fluoropyridine With TurboGrignard In tetrahydrofuran at 0 - 20℃; for 2.33333h; Inert atmosphere; Stage #2: tert-butyl {(S)-1-[methoxy(methyl)amino]-1-oxopropan-2-yl}carbamate With methylmagnesium bromide In tetrahydrofuran at -20 - 20℃; for 1.5h; Inert atmosphere;	100%

: 41404-58-4
2-bromo-5-fluoropyridine

: 137076-22-3
tert butyl 4-formylpiperidine-1-carboxylate

: 918501-72-1
C16H23FN2O3

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-fluoropyridine; tert butyl 4-formylpiperidine-1-carboxylate With n-butyllithium In toluene at -78℃; for 2.5h; Stage #2: With water; acetic acid In toluene at -78℃;	99%

: 110-89-4
piperidine

: 41404-58-4
2-bromo-5-fluoropyridine

: 5-fluoro-2-(piperidin-1-yl)pyridine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; XPhos In toluene at 100℃; for 24h; Inert atmosphere;	99%

: 109-01-3
1-methyl-piperazine

: 41404-58-4
2-bromo-5-fluoropyridine

: 2-(4-methylpiperazin-1-yl)-5-fluoropyridine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; XPhos In toluene at 100℃; for 24h; Inert atmosphere;	99%

: 41404-58-4
2-bromo-5-fluoropyridine

: 109-73-9
N-butylamine

: 2-(n-butylamino)-5-fluoropyridine

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; XPhos In toluene at 100℃; for 24h; Inert atmosphere;	99%

: 41404-58-4
2-bromo-5-fluoropyridine

: 1041837-79-9
5,5’-difluoro-2,2’-bipyridine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; potassium acetate; bis(pinacol)diborane In ethanol at 60℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere;	98.2%
With indium; lithium chloride; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 1h;	89%
With indium; palladium diacetate; lithium chloride In N,N-dimethyl-formamide at 100℃; for 2h; Inert atmosphere;	80%

: 41404-58-4
2-bromo-5-fluoropyridine

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

: 1263145-39-6
4-(5-fluoropyridin-2-yl)-N,N-diphenylaniline

Conditions

Conditions	Yield
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; isopropyl alcohol at 80℃; for 0.2h; Suzuki reaction;	98%
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; for 0.166667h; Suzuki Coupling;	92%
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; Suzuki Coupling;

: 41404-58-4
2-bromo-5-fluoropyridine

: 375853-82-0, 286961-14-6
tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate

: tert-butyl 5-fluoro-3',6'-dihydro-[2,4'-bipyridine]-1'(2'H)carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran at 90℃; for 48h;	98%

: 41404-58-4
2-bromo-5-fluoropyridine

: 151073-69-7
(4-ethoxy-4-oxobutyl)zinc(II) bromide

: 1100766-36-6
ethyl 4-(5-fluoropyridin-2-yl)butanoate

Conditions

Conditions	Yield
[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride In tetrahydrofuran at 20℃; for 48h; Negishi Coupling Reaction;	97%
With [1,3-bis(2,6-diisopropyl-phenyl)imidazol-2-ylidene](3-chloropyridyl)-palladium(II) dichloride In tetrahydrofuran at 20℃; for 48h; Negishi coupling;	80%

: 41404-58-4
2-bromo-5-fluoropyridine

: 5720-05-8
4-methylphenylboronic acid

: 1198348-26-3
5-fluoro-2-(4-methylphenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; for 8h;	97%
With potassium phosphate tribasic heptahydrate; palladium diacetate In ethylene glycol at 80℃; for 0.166667h; Suzuki coupling;	96%
With potassium phosphate tribasic heptahydrate; palladium diacetate In isopropyl alcohol at 80℃; for 0.0833333h; Suzuki coupling;	93%
Stage #1: 2-bromo-5-fluoropyridine With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 0.25h; Suzuki Coupling; Inert atmosphere; Stage #2: 4-methylphenylboronic acid In ethanol; water; toluene at 80℃; for 48h; Suzuki Coupling; Inert atmosphere;	67%

: 41404-58-4
2-bromo-5-fluoropyridine

: 1777-03-3
2-triethylsilylacetylene

: 5-fluoro-2-[2-(triethylsilyl)ethynyl]pyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	97%

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

: 41404-58-4
2-bromo-5-fluoropyridine

: 5419-55-6
Triisopropyl borate

: lithium triisopropyl 2-(5-fluoropyridyl) borate

Conditions

Conditions	Yield
In tetrahydrofuran; toluene 1. triisopropylborate, toluene/THF 4/1; 2. n-C4H9Li over 90 min, -78°C to room temp.;	96%

...Expand

: 41404-58-4
2-bromo-5-fluoropyridine

: 994-30-9
triethylsilyl chloride

: 1387561-09-2
2-bromo-5-fluoro-4-(triethylsilyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-fluoropyridine With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -75 - -50℃; for 1h; Stage #2: triethylsilyl chloride With ammonium chloride In water at -50 - -20℃; Product distribution / selectivity;	96%
Stage #1: 2-bromo-5-fluoropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - -50℃; for 1h; Stage #2: triethylsilyl chloride In tetrahydrofuran; hexane at -78 - -20℃;	96%
Stage #1: 2-bromo-5-fluoropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran at -70℃; for 1h; Stage #2: triethylsilyl chloride In tetrahydrofuran at -70 - -30℃; for 1.5h;

: 41404-58-4
2-bromo-5-fluoropyridine

: 5122-94-1
4-biphenylboronic acid

: 1101205-31-5
5-fluoro-2-(4-phenylphenyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 70℃; for 8h;	96%

: 41404-58-4
2-bromo-5-fluoropyridine

: 1382782-07-1
2-(phenoxymethyl)-6,7-dihydro-5H-pyrazolo[1,5-a]pyrazin-4-one

: 1382782-16-2
5-(5-fluoro-2-pyridyl)-2-(phenoxymethyl)-6,7-dihydropyrazolo[1,5-a]pyrazin-4-one

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In toluene at 120℃; for 60h; Inert atmosphere; Sealed tube;	96%

: 41404-58-4
2-bromo-5-fluoropyridine

: 25225-13-2
2-(adamantan-1-yloxy)ethan-1-amine

: N-[2-(adamantan-1-yloxy)ethyl]-5-fluoropyridin-2-amine

Conditions

Conditions	Yield
With bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; DavePhos In 1,4-dioxane for 12h; Reflux; Schlenk technique;	95%

: 41404-58-4
2-bromo-5-fluoropyridine

: 124443-68-1
1-tert-Butyl 4-methyl piperidine-1,4-dicarboxylate

: 5-fluoro-2',3',5',6'-tetrahydro-[2,4']bipyridinyl-1',4'-dicarboxylic acid 1'-tert-butyl ester 4'-methyl ester

Conditions

Conditions	Yield
With lithium hexamethyldisilazane; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine In toluene at 23℃; for 12h;	93%

: 41404-58-4
2-bromo-5-fluoropyridine

: (7S)-5-(3,4-dichlorophenyl)-7-methyl-4-oxo-6,7-dihydropyrazolo[1,5-a]pyrazine-3-carboxamide

: (7S)-5-(3,4-dichlorophenyl)-N-(5-fluoro-2-pyridyl)-7-methyl-4-oxo-6,7-dihydropyrazolo[1,5-a]pyrazine-3-carboxamide

Conditions

Conditions	Yield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 90℃; for 4h; Goldberg Reaction; Sealed tube; Inert atmosphere;	93%

: 41404-58-4
2-bromo-5-fluoropyridine

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

: 904694-30-0
dimethylhydroxymethyl-5-fluoro-2-pyridylacetylene

Conditions

Conditions	Yield
With piperidine; tetrakis(triphenylphosphine) palladium(0) at 80℃; for 1h;	92%

: 41404-58-4
2-bromo-5-fluoropyridine

: 98-80-6
phenylboronic acid

: 512171-81-2
2-phenyl-5-fluoropyridine

Conditions

Conditions	Yield
With potassium phosphate tribasic heptahydrate; palladium diacetate In isopropyl alcohol at 80℃; for 0.166667h; Suzuki coupling;	92%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene Suzuki Coupling; Inert atmosphere; Reflux;	92%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol at 100℃; for 15h; Inert atmosphere;	91%

: 41404-58-4
2-bromo-5-fluoropyridine

: 768-35-4
3-fluorophenylboronic acid

: 5-fluoro-2-(3-fluorophenyl)pyridine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 80 - 100℃; for 3h; Inert atmosphere;	92%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 80 - 100℃; for 3h; Inert atmosphere;	92%

: 41404-58-4
2-bromo-5-fluoropyridine

: 6065-82-3
Ethyl diethoxyacetate

: 1-(2-bromo-5-fluoropyridin-4-yl)-2,2-diethoxyethan-1-one

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-fluoropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: Ethyl diethoxyacetate In tetrahydrofuran at -78℃; for 2h;	92%
Stage #1: 2-bromo-5-fluoropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: Ethyl diethoxyacetate In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;	92%
Stage #1: 2-bromo-5-fluoropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: Ethyl diethoxyacetate In tetrahydrofuran at -78℃; for 2h;	92%
Stage #1: 2-bromo-5-fluoropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: Ethyl diethoxyacetate In tetrahydrofuran at -78℃; for 2h;	92%

: 41404-58-4
2-bromo-5-fluoropyridine

: 124-38-9
carbon dioxide

: 885588-12-5
2-bromo-5-fluoropyridine-4-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-fluoropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -70 - -60℃; for 1.5h; Stage #2: carbon dioxide In tetrahydrofuran; hexane at -70 - 20℃;	92%

: 41404-58-4
2-bromo-5-fluoropyridine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 2-bromo-5-fluoro-pyridin-1-ium-1-amine 2,4,6-trimethylbenzenesulfonate

Conditions

Conditions	Yield
In dichloromethane at 10℃; for 18h; Inert atmosphere;	92%
In dichloromethane at 10℃; for 18h;	92%
In dichloromethane at 10℃; for 18h;	90 g

: 41404-58-4
2-bromo-5-fluoropyridine

: 1849-36-1
para-nitrobenzenethiol

: C11H7BrN2O2S

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 12h;	91.8%

: 419536-33-7
4-(carbazol-9-yl)phenylboronic acid

: 41404-58-4
2-bromo-5-fluoropyridine

: 1380225-66-0
9-(4-(5-fluoropyridin-2-yl)phenyl)-9H-carbazole

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; for 0.166667h; Suzuki Coupling;	91%
With palladium diacetate; potassium carbonate In ethanol; water at 80℃;

: 41404-58-4
2-bromo-5-fluoropyridine

: 1075756-68-1
(RS)-2-methylpropane-2-sulfinic acid [2-(tert-butyldimethylsilanyloxy)ethylidene]amide

: 1075756-79-4
N-(2-(tert-butyldimethylsilyloxy)-1-(5-fluoropyridin-2-yl)ethyl)-2-methylpropane-2-sulfinamide

Conditions

Conditions	Yield
Stage #1: 2-bromo-5-fluoropyridine With lithium diisopropyl amide In tert-butyl methyl ether; pentane at -78℃; for 0.5h; Stage #2: (RS)-2-methylpropane-2-sulfinic acid [2-(tert-butyldimethylsilanyloxy)ethylidene]amide In tert-butyl methyl ether; pentane at -78℃; for 2h;	90%

: 41404-58-4
2-bromo-5-fluoropyridine

: 97674-02-7
tributyl(1-ethoxyvinyl)stannane

: 2-(1-ethoxyvinyl)-5-fluoropyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In acetonitrile at 80℃; for 30h;	90%

: 41404-58-4
2-bromo-5-fluoropyridine

: 811-51-8
sodium thioethylate

: 1346539-39-6
2-bromo-5-(ethylthio)pyridine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 15h; Inert atmosphere;	90%
In N,N-dimethyl-formamide at 100℃; for 15h;	90%
In N,N-dimethyl-formamide at 100℃; for 15h;	90%
In N,N-dimethyl-formamide at 100℃; for 15h;	90%

2-Bromo-5-fluoropyridine Specification

The 2-Bromo-5-fluoropyridine, with the CAS registry number 41404-58-4, is also known as . It belongs to the product categories of Fluorin-contained pyridine series; Blocks; Bromides; FluoroCompounds; Pyridines; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine series; Fluorinated; Organohalides; Bromopyridines; Fluoropyridines; Halopyridines; Boronic Acid; C5 Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Variety of halogenated heterocyclic series. This chemical's molecular formula is C₅H₃BrFN and molecular weight is 175.99. Its IUPAC name is called 2-bromo-5-fluoropyridine. This chemical should be sealed in cool and dry place. It is light yellow cryst wihch can be used as organic intermediates.

Physical properties of 2-Bromo-5-fluoropyridine: (1)ACD/LogP: 1.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.51; (4)ACD/LogD (pH 7.4): 1.51; (5)ACD/BCF (pH 5.5): 8.23; (6)ACD/BCF (pH 7.4): 8.23; (7)ACD/KOC (pH 5.5): 157.41; (8)ACD/KOC (pH 7.4): 157.41; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.533; (13)Molar Refractivity: 32.02 cm³; (14)Molar Volume: 103 cm³; (15)Surface Tension: 39.9 dyne/cm; (16)Density: 1.707 g/cm³; (17)Flash Point: 57.6 °C; (18)Enthalpy of Vaporization: 39.12 kJ/mol; (19)Boiling Point: 171.6 °C at 760 mmHg; (20)Vapour Pressure: 1.85 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health and may cause inflammation to the skin or other mucous membranes. It also may catch fire in contact with air, which only need brief contact with an ignition source and has a very low flash point or evolve highly flammable gases in contact with water. In addition, it is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. You should keep away from sources of ignition - No smoking. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=NC=C1F)Br
(2)InChI: InChI=1S/C5H3BrFN/c6-5-2-1-4(7)3-8-5/h1-3H
(3)InChIKey: UODINHBLNPPDPD-UHFFFAOYSA-N

Product Name

2-Bromo-5-fluoropyridine

Synthetic route

2-Bromo-5-fluoropyridine Specification

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