2-Bromo-5-(trifluoromethyl)pyridine supplier

Name
2-Bromo-5-(trifluoromethyl)pyridine
EINECS 628-661-6
CAS No. 50488-42-1
Article Data2
CAS DataBase
Density 1.707 g/cm³
Solubility
Melting Point 44-48 °C
Formula C₆H₃BrF₃N
Boiling Point 209.3 °C at 760 mmHg
Molecular Weight 225.996
Flash Point 80.4 °C
Transport Information UN 2811 6.1/PG 3
Appearance Light yellow needles
Safety 26-36/37/39-22-36
Risk Codes 25-36/37/38-20/21/22
Molecular Structure
Hazard Symbols T, Xi, Xn
Synonyms 5-(Trifluoromethyl)-2-bromopyridine;6-Bromo-3-trifluoromethylpyridine;
PSA 12.89000
LogP 2.86290

Synthetic route

: 52334-81-3
2-chloro-5-trifluoromethylpyridine

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With trimethylsilyl bromide In various solvent(s) for 20h; Heating;	76%

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

: 81290-20-2
(trifluoromethyl)trimethylsilane

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With potassium fluoride; copper(l) iodide In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide at 25℃; for 6h;	29%

: 624-28-2
2,5-dibromopyridine

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: nBuLi / hexane; diethyl ether / 0.75 h / -75 °C 1.2: 84 percent / I2 / hexane; tetrahydrofuran; diethyl ether / 0.75 h / -75 °C 2.1: 29 percent / KF; CuI / dimethylformamide; 1-methyl-pyrrolidin-2-one / 6 h / 25 °C View Scheme

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 124236-37-9
5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 at 80℃; under 3102.97 Torr; for 3h;	100%

...Expand

: 89031-81-2
tert-butyl (2-chloroethoxy)dimethyl silane

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1558056-06-6
2-(2-(tert-butyldimethylsilyloxy)ethylthio)-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Sodium thiosulfate pentahydrate; caesium carbonate In ethylene glycol; dimethyl sulfoxide at 120℃; Schlenk technique; Inert atmosphere; Green chemistry;	98%
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; Sodium thiosulfate pentahydrate; caesium carbonate In ethylene glycol; dimethyl sulfoxide at 120℃; Inert atmosphere;	98%

: 1613630-17-3
(8R,9aS)-8-hydroxyoctahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one hydrochloride

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1613630-18-4
(8R,9aS)-8-hydroxy-2-[5-(trifluoromethyl)pyridin-2-yl]octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Conditions

Conditions	Yield
With sodium carbonate In dimethyl sulfoxide at 100℃;	98%

: potassium (2,4-difluorophenyl)trifluoroborate

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 387827-64-7
2-(2',4'-difluorophenyl)-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 24h; Suzuki Coupling; Inert atmosphere; Sealed tube;	98%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 24h;	98%

: 867-44-7
S-Methylisothiourea sulfate

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 650592-47-5
2-(methylthio)-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 80℃; for 1h;	98%

: 106-45-6
para-thiocresol

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 2-(p-tolylthio)-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Sealed tube; Inert atmosphere;	98%

: 5-(5-bromo-1-methyl-1H-pyrazol-4-yl)-7-methyl-4-(pyrrolidin-1-yl)imidazo[5,1-f][1,2,4]triazine

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 7-methyl-5-(1-methyl-5-(5-(trifluoromethyl)pyridin-2-yl)-1H-pyrazol-4-yl)-4-(pyrrolidin-1-yl)imidazo[5,1-f][1,2,4]triazine

Conditions

Conditions	Yield
Stage #1: 5-(5-bromo-1-methyl-1H-pyrazol-4-yl)-7-methyl-4-(pyrrolidin-1-yl)imidazo[5,1-f][1,2,4]triazine With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -10℃; for 1h; Inert atmosphere; Stage #2: With zinc(II) chloride In tetrahydrofuran; 2-methyltetrahydrofuran at -10 - 20℃; for 1h; Inert atmosphere; Stage #3: 2-bromo-5-(trifluoromethyl)pyridine With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran; 2-methyltetrahydrofuran at 80℃; for 22h; Inert atmosphere;	97%

Yield

Stage #1: 5-(5-bromo-1-methyl-1H-pyrazol-4-yl)-7-methyl-4-(pyrrolidin-1-yl)imidazo[5,1-f][1,2,4]triazine With TurboGrignard In tetrahydrofuran; 2-methyltetrahydrofuran at -10℃; for 1h; Inert atmosphere;
Stage #2: With zinc(II) chloride In tetrahydrofuran; 2-methyltetrahydrofuran at -10 - 20℃; for 1h; Inert atmosphere;
Stage #3: 2-bromo-5-(trifluoromethyl)pyridine With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tetrahydrofuran; 2-methyltetrahydrofuran at 80℃; for 22h; Inert atmosphere;

97%

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

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1617519-03-5
9-(4-(5-(trifluoromethyl)pyridin-2-yl)-phenyl)-9H-carbazole

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In ethanol; water at 80℃;	96%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 120℃; for 48h; Suzuki Coupling; Schlenk technique;	78%

: 871829-81-1
3-chloro-5-(dihydroxyboryl)-1-(4-isopropoxyphenyl)-1H-indole-2-carboxylic acid ethyl ester

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 871829-82-2
3-chloro-1-(4-isopropoxyphenyl)-5-(5-trifluoromethylpyrid-2-yl)-1H-indole-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 85℃; for 3h;	95%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene at 85℃; for 3h; Product distribution / selectivity;	95%

: 144025-03-6
2,4-difluorophenylboronic acid

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 387827-64-7
2-(2',4'-difluorophenyl)-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 36h; Reflux; Inert atmosphere;	95%
With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In tetrahydrofuran; water at 40℃; for 4h; Inert atmosphere;	95%
With palladium diacetate; potassium carbonate; triphenylphosphine In ethanol; water; toluene Inert atmosphere; Reflux;	86%

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

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

: N-[4-(5-trifluoromethylpyridin-2-yl)phenyl]-N,N-diphenylamine

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; for 0.166667h; Suzuki Coupling;	95%
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; Suzuki Coupling;
With palladium diacetate; potassium carbonate In ethanol; water at 80℃; Suzuki Coupling;

: 144025-03-6
2,4-difluorophenylboronic acid

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran at 70℃; for 17h; Inert atmosphere; Schlenk technique;	95%

: 736990-02-6
5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole-2-carboxylic acid ethyl ester

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 871829-38-8
5-(5-trifluoromethylpyrid-2-yl)-1H-indole-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 24h;	94%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene at 80℃; for 24h;	94%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene at 80℃; for 18h;	77%

: 55477-80-0
methyl 2-[(tert-butoxycarbonyl)amino]acrylate

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: C15H19F3N2O4

Conditions

Conditions	Yield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In water; dimethyl sulfoxide at 23℃; for 16h; Irradiation;	94%

: 941294-54-8
5-bromo-2-methoxypyridine-3-carbonitrile

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 2-methoxy-5-[5-(trifluoromethyl)-2-pyridyl]pyridine-3-carbonitrile

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-methoxypyridine-3-carbonitrile With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; bis(pinacol)diborane In 1,4-dioxane at 120℃; for 30h; Microwave irradiation; Stage #2: 2-bromo-5-(trifluoromethyl)pyridine With sodium carbonate In 1,4-dioxane; water at 100℃; for 0.5h; Microwave irradiation;	94%

: 1394034-58-2
4-azetidin-1-yl-7-methyl-5-(1-methyl-1H-pyrazol-4-yl)imidazo[5,1-f ][1,2,4]triazine

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1394033-54-5
4-(azetidin-1-yl)-7-methyl-5-(1-methyl-5-(5-(trifluoromethyl)pyridin-2-yl)-1H-pyrazol-4-yl)imidazo[5,1-f ][1,2,4]triazine

Conditions

Conditions	Yield
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In 1,4-dioxane; dichloromethane at 102℃; for 36h; Inert atmosphere;	93%
With bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate In 1,4-dioxane at 102℃; for 36h; Inert atmosphere; Reflux;	93%

: 6165-68-0
thiophene boronic acid

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 2-(thiophen-2-yl)-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,2-dimethoxyethane; water at 80℃; for 14h;	93%

: 14521-80-3
3-bromo-1H-pyrazole

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

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

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h;	92.6%

: 902772-15-0
1-(4-cyclopentyloxyphenyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indole-2-carbonitrile

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 902772-16-1
1-(4-cyclopentyloxyphenyl)-5-(5-trifluoromethylpyridin-2-yl)-indole-2-carbonitrile

Conditions

Conditions	Yield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 23h;	92%

: 75-31-0
isopropylamine

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 847240-94-2
N-isopropyl-5-(trifluoromethyl)pyridin-2-amine

Conditions

Conditions	Yield
at 100℃; for 8h; Sealed tube;	92%

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 612833-37-1
(5-cyano-2-methoxyphenyl)boronic acid

: 4-methoxy-3-[5-(trifluoromethyl)-2-pyridyl]benzonitrile

Conditions

Conditions	Yield
With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium carbonate In water; N,N-dimethyl-formamide at 100℃; for 2h;	92%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In water; N,N-dimethyl-formamide at 100℃; for 2h;	92%

: 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

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: tert-butyl 5-(trifluoromethyl)-1,2,3,6-tetrahydro-[2,4-bipyridine]-1-carboxylate

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In water; toluene at 85℃; for 3h; Temperature; Solvent; Sealed tube; Inert atmosphere;	91.2%

: 1320351-63-0
4,4,5,5-tetramethyl-2-(2,2'',5,5''-tetramethyl-[3,2':3’,3''-terthiophen]-5'-yl)-1,3,2-dioxaborolane

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1320351-72-1
2-(2,2'',5,5''-tetramethyl-[3,2':3',3''-terthiophen]-5'-yl)-5-(trifluoromethyl)-pyridine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In tetrahydrofuran; water Suzuki coupling; Reflux;	91%
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In tetrahydrofuran; water Inert atmosphere;

: 59016-93-2
p-hydroxymethylphenylboronic acid

: 95-54-5
1,2-diamino-benzene

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: C19H12F3N3

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; ammonium bicarbonate In water at 100℃; for 24h; Schlenk technique; Inert atmosphere; Green chemistry;	91%

...Expand

: 1058722-73-8
1-dimesitylboryl-2-ethynylbenzene

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: C32H29BF3N

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 90℃; Schlenk technique; Inert atmosphere;	91%

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 89570-85-4
5-trifluoromethyl-pyridin-2-ylhydrazine

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 20 - 90℃;	90%
Stage #1: 2-bromo-5-(trifluoromethyl)pyridine With t-butoxycarbonylhydrazine; t-BuBrettPhos; [tBuBrettPhosPd(allyl)]OTf; sodium t-butanolate In water at 45℃; for 16h; Inert atmosphere; Stage #2: With sulfuric acid In ethanol; water at 90 - 95℃; Inert atmosphere; Sealed tube;

: 146374-27-8
S-tert-butylsulfinimide

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1338209-78-1
2-methyl-N-(5-(trifluoromethyl)pyridin-2-yl)propane-2-sulfinamide

Conditions

Conditions	Yield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 15h; Inert atmosphere;	89%

: 1204603-42-8
(7R,8aS)-tert-butyl 7-hydroxyhexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1429200-40-7
tert-butyl (7R,8aS)-7-{[5-(trifluoromethyl)pyridin-2-yl]oxy}hexahydro-pyrrolo[1,2-a]pyrazine-2(1H)-carboxylate

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 3h;	88%

: 5807-14-7
1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1-(5-(trifluoromethyl)pyridin-2-yl)-2,3,4,6,7,8-hexahydro-pyrimido-[1,2-a]pyrimidine

Conditions

Conditions	Yield
Stage #1: 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; 2-bromo-5-(trifluoromethyl)pyridine With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: With potassium tert-butylate In toluene at 90℃; for 5h; Schlenk technique; Inert atmosphere;	88%

: 1227473-84-8
tert-butyl (3R)-3-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

: 50488-42-1
2-bromo-5-(trifluoromethyl)pyridine

: 1227473-85-9
tert-butyl (3R)-3-(3-[5-(trifluoromethyl)pyridin-2-yl]phenyl)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

Conditions

Conditions	Yield
With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride In water; acetonitrile at 85℃; Suzuki Coupling;	87%

2-Bromo-5-(trifluoromethyl)pyridine Chemical Properties

IUPAC Name: 2-Bromo-5-(trifluoromethyl)pyridine
Synonyms oF 2-Bromo-5-(trifluoromethyl)pyridine (CAS NO.50488-42-1): 2-Bromo-5-(trifluoromethyl)pyridine ; 6-Bromo-3-trifluoromethylpyridine ; Buttpark 27\06-86 ; 2-Bromo-5-(trifluoromethyl)pyr ; 2-Bromo-5-(trifluoromethyl)pyridine 97% ; 2-Bromo-5-(trifluoromethyl)pyridine97% ; 2-Bromo-5-(trifuorometnyl)pyridine ; 2-Bromo-5-(trifluomethyl)pyridine -
CAS NO: 50488-42-1
Molecular Formula oF 2-Bromo-5-(trifluoromethyl)pyridine (CAS NO.50488-42-1): C₆H₃BrF₃N
Molecular Weight: 225.9939
Index of Refraction: 1.471
Molar Refractivity: 37.01 cm³
Molar Volume: 132.3 cm³
Surface Tension: 29.7 dyne/cm
Density: 1.707 g/cm³
Flash Point: 80.4 °C
Enthalpy of Vaporization: 42.74 kJ/mol
Boiling Point: 209.3 °C at 760 mmHg
Melting Point: 44-48 °C
Vapour Pressure: 0.295 mmHg at 25 °C
Appearance: Light yellow needles
Molecular Structure:
Product Categories: Pyridine; Pyridine series; Halides; Pyridines; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks

2-Bromo-5-(trifluoromethyl)pyridine Safety Profile

Hazard Codes oF 2-Bromo-5-(trifluoromethyl)pyridine (CAS NO.50488-42-1): T Toxic ,Xi Irritant ,Xn Harmful
Risk Statements: 25-36/37/38-20/21/22
R25: Toxic if swallowed. R36/37/38: Irritating to eyes, respiratory system and skin. R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-22
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. S22: Do not breathe dust.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

Product Name

2-Bromo-5-(trifluoromethyl)pyridine

Synthetic route

2-Bromo-5-(trifluoromethyl)pyridine Chemical Properties

2-Bromo-5-(trifluoromethyl)pyridine Safety Profile

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