3-Chloro-5-(trifluoromethyl)pyridin-2-amine supplier

Name
3-Chloro-5-(trifluoromethyl)pyridin-2-amine
EINECS 401-670-0
CAS No. 79456-26-1
Article Data13
CAS DataBase
Density 1.507 g/cm³
Solubility 622mg/L at 25℃
Melting Point 86-90 °C(lit.)
Formula C₆H₄ClF₃N₂
Boiling Point 201.6 °C at 760 mmHg
Molecular Weight 196.559
Flash Point 75.7 °C
Transport Information
Appearance Light yellow cryst.
Safety 61-36/37/39-26-22
Risk Codes 22-52/53-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 2-Amino-3-chloro-5-trifluoromethylpyridine;3-Chloro-5-(trifluoromethyl)-2-pyridinamine;5-(Trifluoromethyl)-3-chloro-2-pyridinylamine;
PSA 38.91000
LogP 2.91720

Synthetic route

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With ammonia In tetrahydrofuran at 35℃; under 1950.2 Torr; for 28h; Product distribution / selectivity; Autoclave; Inert atmosphere;	99.5%
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;	94%
With ammonia In tetrahydrofuran at 30℃; under 3750.38 - 6750.68 Torr; for 30h; Temperature; Pressure; Autoclave; Inert atmosphere;

: 69045-84-7
2,3-dichloro-5-trifluoromethylpyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With ammonia In water at 80℃; under 13501.4 - 16501.7 Torr; for 9h; Autoclave;	90%
With ammonium hydroxide at 100℃; for 12h; Sealed tube;	90%
With ammonium hydroxide at 100 - 125℃; under 1520 Torr; for 29h;	82.9%
With ammonium hydroxide
With ammonia In tetrahydrofuran at 100℃; under 4500.45 - 12001.2 Torr; for 28h; Pressure; Temperature; Autoclave; Inert atmosphere;

: 38185-55-6
5-bromo-3-chloropyridin-2-ylamine

: potassium trifluoro(methyl)boranuide

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 55 - 105℃; for 6h; Temperature;	76%

: 74784-70-6
2-amino-5-trifluoromethylpyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With hydrogenchloride; chlorine at 50 - 60℃;

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

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 39 percent / aq. ammonia / 8 h / 180 °C 2: chlorine, conc.HCl / 50 - 60 °C View Scheme
Multi-step reaction with 2 steps 1: 75 percent / aq. ammonia / 24 h / 135 °C 2: chlorine, conc.HCl / 50 - 60 °C View Scheme

: 69045-78-9
2-chloro-5-(Trichloromethyl)-pyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 54.5 percent / antimony trifluoride / 0.17 h / Heating 2: 39 percent / aq. ammonia / 8 h / 180 °C 3: chlorine, conc.HCl / 50 - 60 °C View Scheme
Multi-step reaction with 3 steps 1: 54.5 percent / antimony trifluoride / 0.17 h / Heating 2: 75 percent / aq. ammonia / 24 h / 135 °C 3: chlorine, conc.HCl / 50 - 60 °C View Scheme

: 69045-83-6
2,3-dichloro-5-(trichloromethyl)pyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80.4 percent / antimony trifluoride / 0.17 h / Heating; Irradiation 2: 82.9 percent / aq. ammonia / 29 h / 100 - 125 °C / 1520 Torr View Scheme
Multi-step reaction with 2 steps 1: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave 2: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave View Scheme

: 507-40-4
tert-butylhypochlorite

: 74784-70-6
2-amino-5-trifluoromethylpyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid In toluene

: ammonium hydroxide

: 69045-84-7
2,3-dichloro-5-trifluoromethylpyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 3099-50-1
3-trichloromethyl-pyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 16 h / 210 °C / Autoclave 2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave 3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave View Scheme
Multi-step reaction with 4 steps 1: phosphorus pentachloride / 16 h / 210 °C / Autoclave 2: phosphorus pentachloride / 16 h / 210 °C / Autoclave 3: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave 4: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave View Scheme

: 5-chloro-3-trichloromethyl pyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 16 h / 210 °C / Autoclave 2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave 3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave View Scheme

: 59-67-6
nicotinic acid

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 14 h / 210 °C / 1500.15 - 27752.8 Torr / Autoclave 2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave 3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave View Scheme
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 64 h / 185 °C / 18751.9 - 30003 Torr / Autoclave 2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave 3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave View Scheme
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 72 h / 185 °C / 18751.9 - 30003 Torr / Autoclave 2: hydrogen fluoride; iron(III) chloride; pyridine / 130 - 175 °C / Autoclave 3: ammonia / water / 9 h / 80 °C / 13501.4 - 16501.7 Torr / Autoclave View Scheme

: 79456-29-4
3,6-dichloro-5-(trifluoromethyl)pyridin-2-amine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With sulfuric acid; tetrabutylammomium bromide; dipotassium dicarbonochloridate; zinc at 30℃; for 7h; Temperature; Reagent/catalyst;	23.8 g

: 504-29-0
2-aminopyridine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / tetrahydrofuran / -5 - 5 °C 2: N-chloro-succinimide / tetrahydrofuran / 15 h / 80 - 90 °C 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 6 h / 55 - 105 °C View Scheme

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 72537-17-8
2-fluoro-3-chloro-5-(trifluoromethyl)pyridine

Conditions

Conditions	Yield
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 20 deg C, 1 h;	99%
With pyridine; hydrogen fluoride; sodium nitrite 1.) 0 deg C, 30 min; 2.) 20 deg C, 1 h; Yield given. Multistep reaction;

: 29091-09-6
2,4-dichloro-3,5-dinitro-benzotrifluoride

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 79622-59-6
fluazinam

Conditions

Conditions	Yield
With potassium hydroxide In 2-methyltetrahydrofuran at 20℃; for 4h; Concentration; Temperature; Solvent;	98%
Stage #1: 2,4-dichloro-3,5-dinitro-benzotrifluoride; 2-amino-3-chloro-5-(trifluoromethyl)pyridine With methoxybenzene; potassium hydroxide at 55℃; for 6h; Stage #2: With hydrogenchloride at 85℃; pH=3.7; Temperature; Reagent/catalyst; pH-value;	98.5%
With edetate disodium; potassium hydroxide In acetonitrile at 0 - 5℃; for 3h; Reagent/catalyst; Temperature;	97.5%

: 96-76-4
2,4-di-tert-Butylphenol

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 1-<3-(2-amino-4-trifluoromethylpyridyl)>-2-hydroxy-3,5-(di-tert-butyl)benzene

Conditions

Conditions	Yield
With potassium tert-butylate In ammonia at -78℃; for 2.5h; Irradiation;	98%

: 127-17-3
2-oxo-propionic acid

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 784144-05-4
5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid

Conditions

Conditions	Yield
With potassium phosphate; magnesium sulfate; acetic acid; bis(tri-t-butylphosphine)palladium(0) In N,N-dimethyl acetamide at 140℃; for 4h;	97%

: 1692-25-7
3-pyridylboronic acid

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 5-(trifluoromethyl)-[3,3']bipyridinyl-2-ylamine

Conditions

Conditions	Yield
With potassium phosphate; XPhos; tris(dibenzylideneacetone)dipalladium (0) In butan-1-ol at 120℃; for 24h; Suzuki-Miyaura cross-coupling;	95%
With potassium phosphate; 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl; tris(dibenzylideneacetone)dipalladium (0) In butan-1-ol at 120℃; for 24h; Suzuki-Miyaura reaction;	95%

: 4347-31-3
2-formylthiophene-3-boronic acid

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: C11H5F3N2S

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 75℃; for 0.583333h; Suzuki-Miyaura Coupling; Microwave irradiation; Green chemistry;	95%

: 70-23-5
ethyl Bromopyruvate

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 353258-31-8
8-chloro-6-(trifluoromethyl)imidazo[1,2,a]pyridine-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
In ethanol at 20 - 80℃; for 12h;	93%
In ethanol at 80℃; for 48h;	86%
In ethanol at 80℃; for 48h;	86%

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 532-55-8
Benzoyl isothiocyanate

: N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)carbamothioyl)benzamide

Conditions

Conditions	Yield
In acetone at 56℃; for 48h;	93%
In tetrahydrofuran at 60℃; for 15h;	21%

: 108-94-1
cyclohexanone

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 4-chloro-2-(trifluoromethyl)benzo[4,5]imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
With iodine; oxygen In 1,1,2,2-tetrachloroethane at 160℃; for 24h; Green chemistry;	92%

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 135-19-3
β-naphthol

: 1-<3-(2-amino-4-trifluoromethylpyridyl)>-2-hydroxynaphthalene

Conditions

Conditions	Yield
With potassium tert-butylate In ammonia at -78℃; for 4h; Irradiation;	90%

: 50-00-0
formaldehyd

: 542-92-7
cyclopenta-1,3-diene

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: (3aR,10aR)-6-Chloro-8-trifluoromethyl-3a,10a-dihydro-3H,4H-cyclopenta[e]pyrido[1,2-a]pyrimidine

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile for 1h; Heating;	90%

...Expand

: 51751-34-9
4-hydroxycoumarin-3-carboxaldehyde

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 3-(3-(tert-butylamino)-8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl)-4-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With acetic acid In methanol at 70℃; for 2h; Sealed tube;	90%

...Expand

: 50-00-0
formaldehyd

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 95-13-6
1-indene

: (6aS,11bR)-4-Chloro-2-trifluoromethyl-6,6a,7,11b-tetrahydro-5,11c-diaza-benzo[c]fluorene

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile for 1h; Heating;	88%

...Expand

: 51751-34-9
4-hydroxycoumarin-3-carboxaldehyde

: 14542-93-9
1,1,3,3-tetramethylbutane isonitrile

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 3-(8-chloro-6-(trifluoromethyl)-3-((2,4,4-trimethylpentan-2-yl)amino)imidazo[1,2-a]pyridin-2-yl)-4-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With acetic acid In methanol at 70℃; for 2h; Sealed tube;	88%

...Expand

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 60-24-2
2-hydroxyethanethiol

: 2-<2-amino-5-(trifluoromethyl)pyridin-3-ylsulfanyl>ethanol

Conditions

Conditions	Yield
With potassium tert-butylate for 1h; Irradiation;	85%

: 50-00-0
formaldehyd

: 1165952-91-9
cyclohexa-1,3-diene

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: (6aR,10aR)-4-Chloro-2-trifluoromethyl-6a,7,8,10a-tetrahydro-6H-pyrido[1,2-a]quinazoline

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile for 1h; Heating;	85%

...Expand

: 89-95-2
2-methyl-benzyl alcohol

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 2-{[(3-chloro-5-(trifluoromethyl)pyridin-2-yl)imino]methyl}-phenol

Conditions

Conditions	Yield
at 20℃; for 0.0666667h; microwave irradiation;	76%

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 17157-48-1
bromoacetaldehyde

: 178488-36-3
8-Chloro-6-trifluoromethyl-imidazo[1,2-a]pyridine

Conditions

Conditions	Yield
In ethanol Heating;	75%

: 79424-03-6
ethyl 4,4,4-trifluoro-2-butynate

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 9-chloro-4,7-bistrifluoromethylpyrido[1,2-a]pyrimidin-2-one

Conditions

Conditions	Yield
In ethanol at 20℃; for 20h; Inert atmosphere;	75%

: 98-98-6
2-Picolinic acid

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 1210410-12-0
N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)picolinamide

Conditions

Conditions	Yield
With phosphorus trichloride In 5,5-dimethyl-1,3-cyclohexadiene for 24h; Reflux;	74%

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 106-96-7
propargyl bromide

: 5-trifluoromethyl-3-chloro-2-amino-1-(2-propynyl)pyridinium bromide

Conditions

Conditions	Yield
In isopropyl alcohol; toluene at 80℃; for 2h;	74%

: 292638-84-7
styrene

: 50-00-0
formaldehyd

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 9-Chloro-4-phenyl-7-trifluoromethyl-3,4-dihydro-2H-pyrido[1,2-a]pyrimidine

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile for 1h; Heating;	70%

...Expand

: 50-00-0
formaldehyd

: 771-98-2
1-Phenylcyclohexene

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: (6aS,10aS)-4-Chloro-10a-phenyl-2-trifluoromethyl-6a,7,8,9,10,10a-hexahydro-6H-pyrido[1,2-a]quinazoline

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile for 1h; Heating;	70%

...Expand

: 1075-06-5
2,2-dihydroxy-1-phenyl-ethanone

: 126-81-8
dimedone

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 2-(8-chloro-2-phenyl-6-(trifluoromethyl)imidazo[1,2-a]pyridin-3-yl)-3-hydroxy-5,5-dimethylcyclohex-2-enone

Conditions

Conditions	Yield
With iodine In ethanol at 130℃; for 0.25h; Microwave irradiation;	68%

...Expand

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 1075-06-5
2,2-dihydroxy-1-phenyl-ethanone

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 3-(8-chloro-2-phenyl-6-(triuoromethyl)imidazo[1,2-a]pyridin-3-yl)-4-hydroxy-2H-chromen-2-one

Conditions

Conditions	Yield
With iodine In ethanol at 130℃; for 0.25h; Microwave irradiation;	65%

...Expand

: 19846-30-1
hexafluoroacetone ethoxycarbonylimine

: 79456-26-1
2-amino-3-chloro-5-(trifluoromethyl)pyridine

: 9-chloro-2,2,7-tris(trifluoromethyl)-2,3-dihydropyrido[1,2-a][1,3,5]triazin-4(3H)-one

Conditions

Conditions	Yield
Stage #1: hexafluoroacetone ethoxycarbonylimine; 2-amino-3-chloro-5-(trifluoromethyl)pyridine In N,N-dimethyl-formamide Stage #2: With toluene-4-sulfonic acid In N,N-dimethyl-formamide for 1h; Heating;	63%

3-Chloro-5-(trifluoromethyl)pyridin-2-amine Chemical Properties

Product Name: 3-Chloro-5-(trifluoromethyl)pyridin-2-amine (CAS NO.79456-26-1)

Molecular Formula: C₆H₄ClF₃N₂
Molecular Weight: 196.56g/mol
Mol File: 79456-26-1.mol
Appearance: Light yellow Cryst
Melting Point: 86-90 °C(lit.)
Boiling point: 201.6 °C at 760 mmHg
Flash Point: 75.7 °C
Density: 1.507 g/cm³
Index of Refraction: 1.501
Molar Refractivity: 38.45 cm³
Molar Volume: 130.3 cm³
Surface Tension: 36.4 dyne/cm
Enthalpy of Vaporization: 43.78 kJ/mol
Vapour Pressure: 0.306 mmHg at 25°C
XLogP3-AA: 2
H-Bond Donor: 1
H-Bond Acceptor: 5
Structure Descriptors of 3-Chloro-5-(trifluoromethyl)pyridin-2-amine (CAS NO.79456-26-1):
IUPAC Name: 3-chloro-5-(trifluoromethyl)pyridin-2-amine
Canonical SMILES: C1=C(C=NC(=C1Cl)N)C(F)(F)F
InChI: InChI=1S/C6H4ClF3N2/c7-4-1-3(6(8,9)10)2-12-5(4)11/h1-2H,(H2,11,12)
InChIKey: WXNPZQIRDCDLJD-UHFFFAOYSA-N
Product Categories: Pyridines, Pyrimidines, Purines and Pteredines; Pyridine series; Amines; Pyridines; Pyridine; Chloropyridines; Halopyridines; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks

3-Chloro-5-(trifluoromethyl)pyridin-2-amine Safety Profile

Safety Information of 3-Chloro-5-(trifluoromethyl)pyridin-2-amine (CAS NO.79456-26-1):
Hazard Codes: Xn Harmful ,Xi Irritant
Risk Statements: 22-52/53-36/37/38-20/21/22
R22:Harmful if swallowed.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
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: 61-36/37/39-26-22
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S22:Do not breathe dust.
WGK Germany: 2
Hazard Note: Irritant
HazardClass: IRRITANT

3-Chloro-5-(trifluoromethyl)pyridin-2-amine Specification

3-Chloro-5-(trifluoromethyl)pyridin-2-amine , its CAS NO. is 79456-26-1, the synonyms are 3-Chloro-5-(trifluoromethyl)-2-pyridylamine ; 2-Amino-3-chloro-5-trifluoromethylpyridine ; 2,3,5-ACTF .

Product Name

3-Chloro-5-(trifluoromethyl)pyridin-2-amine

Synthetic route

3-Chloro-5-(trifluoromethyl)pyridin-2-amine Chemical Properties

3-Chloro-5-(trifluoromethyl)pyridin-2-amine Safety Profile

3-Chloro-5-(trifluoromethyl)pyridin-2-amine Specification

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