2-Fluoro-5-bromopyridine supplier

Name
2-Fluoro-5-bromopyridine
EINECS 629-380-1
CAS No. 766-11-0
Article Data9
CAS DataBase
Density 1.707 g/cm³
Solubility
Melting Point
Formula C₅H₃BrFN
Boiling Point 178 °C at 760 mmHg
Molecular Weight 175.988
Flash Point 61.4 °C
Transport Information
Appearance clear colorless yellowish liquid
Safety 26-36/37/39
Risk Codes 36/37/38-22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 5-Bromo-2-Fluoro Pyridine;5-Bromo-2-fluoropyridine;5-bromo-2-fluoro-pyridine;3-Bromo-6-fluoropyridine;Pyridine, 5-bromo-2-fluoro-;
PSA 12.89000
LogP 1.98320

Synthetic route

: 39856-50-3
5-bromo2-nitropyridine

: 766-11-0
5-bromo-2-fluoropyridine

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran; water; N,N-dimethyl-formamide at 23℃; for 4h;
With p-methoxybenzoyl fluoride; 2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene In N,N-dimethyl-formamide at 25℃; for 16h; Inert atmosphere;	91 %Spectr.

: 403-45-2
6-fluoronicotinic acid

: 766-11-0
5-bromo-2-fluoropyridine

Conditions

Conditions	Yield
With bromine; mercury(II) oxide In tetrachloromethane; hexane	1.73 g (63%)

: 53939-30-3
5-bromo-2-chloropyridine

: 766-11-0
5-bromo-2-fluoropyridine

Conditions

Conditions	Yield
With p-methoxybenzoyl fluoride; 2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene In N,N-dimethyl-formamide at 25℃; for 16h; Inert atmosphere;	80 %Spectr.
With tetramethylammonium fluoride In N,N-dimethyl-formamide at 25℃; for 24h; Sealed tube;	100 %Spectr.

: 453-20-3
3-Hydroxytetrahydrofuran

: 766-11-0
5-bromo-2-fluoropyridine

: 494771-98-1
rac-5-bromo-2-(tetrahydro-furan-3-yloxy)-pyridine

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 90℃; for 72h;	100%
With caesium carbonate In N,N-dimethyl-formamide at 90℃; for 70h; Sealed tube; Inert atmosphere;	93%

: 766-11-0
5-bromo-2-fluoropyridine

: 139301-27-2
4-trifluoromethoxyphenylboronic acid

: 1261592-34-0
2-fluoro-5-[4-(trifluoromethoxy)phenyl]pyridine

Conditions

Conditions	Yield
With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In ethanol; water; toluene at 85 - 88℃; for 3h; Inert atmosphere;	100%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; sodium carbonate In ethanol; toluene at 85 - 88℃; for 3h; Suzuki Coupling; Inert atmosphere;	100%

: 766-11-0
5-bromo-2-fluoropyridine

: 1431434-20-6
C20H24BrNO6

: 1431434-25-1
C23H22BrFN2O5

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃;	100%
With n-butyllithium In tetrahydrofuran at -78℃;

: 766-11-0
5-bromo-2-fluoropyridine

: 1805-32-9
3,4-dichlorobenzyl alcohol

: 5-bromo-2-(3,4-dichlorobenzyloxy)pyridine

Conditions

Conditions	Yield
Stage #1: 3,4-dichlorobenzyl alcohol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	100%

: 766-11-0
5-bromo-2-fluoropyridine

: 3840-31-1
(3,4,5-trimethoxyphenyl)methanol

: 5-bromo-2-(3,4,5-trimethoxybenzyloxy)pyridine

Conditions

Conditions	Yield
Stage #1: (3,4,5-trimethoxyphenyl)methanol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	100%

: 766-11-0
5-bromo-2-fluoropyridine

: 100-53-8
phenylmethanethiol

: 874959-69-0
2-(benzylsulfanyl)-5-bromopyridine

Conditions

Conditions	Yield
Stage #1: phenylmethanethiol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	100%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h;

: 766-11-0
5-bromo-2-fluoropyridine

: 536-60-7
cuminol

: C15H16BrNO

Conditions

Conditions	Yield
Stage #1: cuminol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; Stage #2: 5-bromo-2-fluoropyridine In N,N-dimethyl-formamide; mineral oil at 20℃; for 72h;	100%
Stage #1: cuminol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; Stage #2: 5-bromo-2-fluoropyridine In N,N-dimethyl-formamide; mineral oil at 20℃; for 72h;	100%

: 766-11-0
5-bromo-2-fluoropyridine

: 128796-39-4
4-trifluoromethylphenylboronic acid

: 2-fluoro-5-(4-(trifluoromethyl)phenyl)pyridine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; water; sodium carbonate In ethanol; toluene at 85 - 88℃; for 3h; Suzuki Coupling; Inert atmosphere;	100%

: 2568-33-4
3-methyl-butane-1,3-diol

: 766-11-0
5-bromo-2-fluoropyridine

: 4-(5-bromopyridin-2-yloxy)-2-methylbutan-2-ol

Conditions

Conditions	Yield
Stage #1: 3-methyl-butane-1,3-diol With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 5-bromo-2-fluoropyridine In N,N-dimethyl-formamide at 0 - 20℃; for 18h; Inert atmosphere;	100%

: 766-11-0
5-bromo-2-fluoropyridine

: 134575-17-0
tert-butyl (1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-ylcarbamate

: tert-butyl ((1R,5S,6s)-3-(5-bromopyridin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 4h;	100%

: 766-11-0
5-bromo-2-fluoropyridine

: 109-94-4
formic acid ethyl ester

: 875781-15-0
5-bromo-2-fluoro-pyridine-3-carbaldehyde

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-fluoropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran at -78 - 0℃; for 0.666667h; Stage #2: formic acid ethyl ester In tetrahydrofuran at -78℃; for 0.0333333h; Product distribution / selectivity;	99%
Stage #1: 5-bromo-2-fluoropyridine With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 0.5h; Stage #2: formic acid ethyl ester In tetrahydrofuran at -78℃; for 0.166667h;	88%
Stage #1: 5-bromo-2-fluoropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -65 - 0℃; for 1.5h; Stage #2: formic acid ethyl ester In tetrahydrofuran; hexane for 0.166667h; Product distribution / selectivity;	85%

: 1126-09-6
4-carbethoxypiperidine

: 766-11-0
5-bromo-2-fluoropyridine

: 364794-70-7
ethyl 1-(5-bromopyridin-2-yl)piperidine-4-carboxylate

Conditions

Conditions	Yield
In pyridine at 190℃; for 1h; Inert atmosphere; Microwave irradiation; sealed vial;	99%
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 6h; Inert atmosphere;	76%

: 766-11-0
5-bromo-2-fluoropyridine

: 109-85-3
2-methoxyethylamine

: 1005010-02-5
5-bromo-N-(2-methoxyethyl)pyridin-2-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 180℃; for 2h;	99%
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 135℃; for 4h;	90%

: 6165-69-1
Thien-3-ylboronic acid

: 766-11-0
5-bromo-2-fluoropyridine

: 2-fluoro-5-(thiophen-3-yl)pyridine

Conditions

Conditions	Yield
With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); tetrabutylammomium bromide In 1-methyl-pyrrolidin-2-one; water; toluene at 90℃; Suzuki-Miyaura cross-coupling; Continuous flow reactor; Inert atmosphere;	99%

: 110238-91-0
tetrahydropyran-4-carboxylic acid methyl ester

: 766-11-0
5-bromo-2-fluoropyridine

: 1382486-55-6
methyl 4-(5-bromo-2-pyridyl)tetrahydropyran-4-carboxylate

Conditions

Conditions	Yield
With potassium hexamethylsilazane In tetrahydrofuran at -30 - 20℃; for 3h;	99%
With potassium hexamethylsilazane In tetrahydrofuran at -30 - 20℃; for 3h;	99%

: 766-11-0
5-bromo-2-fluoropyridine

: 623-50-7
ethyl 2-hydroxyacetate

: ethyl 2-((5-bromopyridin-2-yl)oxy)acetate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 23℃; for 4h;	99%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 6h; Time;

: 1739-84-0
1,2-dimethyl-1H-imidazole

: 766-11-0
5-bromo-2-fluoropyridine

: 5-(1,2-dimethyl-1H-imidazol-5-yl)-2-fluoropyridine

Conditions

Conditions	Yield
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction;	99%

: 766-11-0
5-bromo-2-fluoropyridine

: 873-76-7
para-Chlorobenzyl alcohol

: 2-(4-chlorobenzyloxy)-5-bromopyridine

Conditions

Conditions	Yield
Stage #1: para-Chlorobenzyl alcohol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	98%

: 766-11-0
5-bromo-2-fluoropyridine

: 459-56-3
4-fluorobenzylic alcohol

: 936343-08-7
5-bromo-2-((4-fluorobenzyl)oxy)pyridine

Conditions

Conditions	Yield
Stage #1: 4-fluorobenzylic alcohol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	98%
Stage #1: 4-fluorobenzylic alcohol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran; mineral oil at 0 - 80℃; for 3h;

: 495-76-1
piperonol

: 766-11-0
5-bromo-2-fluoropyridine

: 2-(1,3-benzodioxol-5-ylmethoxy)-5-bromopyridine

Conditions

Conditions	Yield
Stage #1: piperonol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	98%

: 766-11-0
5-bromo-2-fluoropyridine

: 6-(1H-pyrazole-5-carbonyl)-3H-1,3-benzothiazol-2-one hydrochloride

: 6-[1-(5-bromo-2-pyridyl)pyrazole-3-carbonyl]-3H-1,3-benzothiazol-2-one

Conditions

Conditions	Yield
Stage #1: 6-(1H-pyrazole-5-carbonyl)-3H-1,3-benzothiazol-2-one hydrochloride With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 0.75h; Stage #2: 5-bromo-2-fluoropyridine In N,N-dimethyl-formamide at 130℃; for 10h;	98%

: 766-11-0
5-bromo-2-fluoropyridine

: 87199-16-4
3-Formylphenylboronic acid

: C12H8FNO

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0) In water; toluene at 90℃; for 5h; Inert atmosphere;	98%

: 766-11-0
5-bromo-2-fluoropyridine

: 1227471-85-3
tert-butyl (3R)-3-[3-hydroxyphenyl]-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

: 1227471-90-0
tert-butyl (3R)-3-{3-[(5-bromopyridin-2-yl)oxy]phenyl}-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃;	97%

: 71-23-8
propan-1-ol

: 766-11-0
5-bromo-2-fluoropyridine

: 850142-79-9
5-bromo-2-propoxy-pyridine

Conditions

Conditions	Yield
Stage #1: propan-1-ol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	97%

: 766-11-0
5-bromo-2-fluoropyridine

: 60-12-8
2-phenylethanol

: 5-bromo-2-(2-phenylethoxy)pyridine

Conditions

Conditions	Yield
Stage #1: 2-phenylethanol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Reflux; Stage #2: 5-bromo-2-fluoropyridine In tetrahydrofuran for 12h; Reflux;	97%

: 60053-07-8
2-methyl-1-phenyl-1H-imidazole

: 766-11-0
5-bromo-2-fluoropyridine

: 2-fluoro-5-(2-methyl-1-phenyl-1H-imidazol-5-yl)pyridine

Conditions

Conditions	Yield
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction;	97%

: 869494-16-6
3,6-diazabicyclo[3.1.1]heptane-6-carboxylic acid tert-butyl ester

: 766-11-0
5-bromo-2-fluoropyridine

: tert-butyl 3-(5-bromopyridin-2-yl)-3,6-diazabicyclo[3.1.1]heptane-6-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 24h;	97%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 24h;	97%

: 766-11-0
5-bromo-2-fluoropyridine

: tert-butyl(dimethyl){2-[trans-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropyl]ethoxy}silane

: 5-[trans-2-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclopropyl]-2-fluoropyridine

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; catacxium A In tert-Amyl alcohol; water at 20 - 75℃; for 16h; Inert atmosphere;	97%
With palladium diacetate; caesium carbonate; catacxium A In tert-Amyl alcohol; water at 75℃; for 16h; Suzuki Coupling; Inert atmosphere;	25%

: 766-11-0
5-bromo-2-fluoropyridine

: 6-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine

: 4-(6-fluoropyridin-3-yl)-6-methoxypyrazolo[1,5-a]pyridine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 90℃; Inert atmosphere;	96.97%

: 766-11-0
5-bromo-2-fluoropyridine

: 2458-26-6
3-phenylpyrazole

: 5-bromo-2-(3-phenyl-1H-pyrazol-1-yl)pyridine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 180℃; for 8.5h; Inert atmosphere; Schlenk technique;	96%

2-Fluoro-5-bromopyridine Specification

The 2-Fluoro-5-bromopyridine, with the CAS registry number 766-11-0, has the systematic name of 5-bromo-2-fluoropyridine. It is a kind of clear colorless yellowish liquid, and belongs to the following product categories: Fluorin-contained pyridine series; blocks; Bromides; Pyridines; Pharmacetical; Pyridines derivates; Halogenated; Organohalides; Bromopyridines; Fluoropyridines; Halopyridines; Boronic Acid; Heterocyclic Building Blocks; Halogenated Heterocycles; Variety of halogenated heterocyclic series. The molecular formula of this chemical is C₅H₃BrFN.

The physical properties of 2-Fluoro-5-bromopyridine are as followings: (1)ACD/LogP: 1.80; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.8; (4)ACD/LogD (pH 7.4): 1.8; (5)ACD/BCF (pH 5.5): 13.68; (6)ACD/BCF (pH 7.4): 13.68; (7)ACD/KOC (pH 5.5): 226.35; (8)ACD/KOC (pH 7.4): 226.35; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 12.89 Å²; (13)Index of Refraction: 1.533; (14)Molar Refractivity: 32.02 cm³; (15)Molar Volume: 103 cm³; (16)Polarizability: 12.69×10^-24cm³; (17)Surface Tension: 39.9 dyne/cm; (18)Density: 1.707 g/cm³; (19)Flash Point: 61.4 °C; (20)Enthalpy of Vaporization: 39.73 kJ/mol; (21)Boiling Point: 178 °C at 760 mmHg; (22)Vapour Pressure: 1.37 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1cnc(F)cc1
(2)InChI: InChI=1/C5H3BrFN/c6-4-1-2-5(7)8-3-4/h1-3H
(3)InChIKey: MYUQKYGWKHTRPG-UHFFFAOYAV

Product Name

2-Fluoro-5-bromopyridine

Synthetic route

2-Fluoro-5-bromopyridine Specification

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