79456-26-1

Basic information

• Product Name: 3-Chloro-5-(trifluoromethyl)pyridin-2-amine
• Synonyms: TIMTEC-BB SBB003584;LABOTEST-BB LT00012608;2-AMINO-3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE;2,3,5-actf;3-CHLORO-5-(TRIFLUOROMETHYL)-2-PYRIDINAMINE;3-Chloro-5-(trifluoromethyl)-2-pyridylamine;3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDIN-2-AMINE;3-CHLORO-5-(TRIFLUOROMETHYL)PYRIDINE-2-AMINE
• CAS NO: 79456-26-1
• Molecular Formula: C₆H₄ClF₃N₂
• Molecular Weight: 196.56
• EINECS: 401-670-0
• Product Categories: Pyridines, Pyrimidines, Purines and Pteredines;Pyridine series;Amines;Pyridines;Pyridine;Chloropyridines;Halopyridines;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Fluorine series;amine| alkyl chloride
• Mol File: 79456-26-1.mol

Chemical Properties

• Melting Point: 86-90 °C(lit.)
• Boiling Point: 205°C
• Flash Point: 75.7 °C
• Appearance: White to off-white/Crystalline Powder
• Density: 1.4650 (estimate)
• Vapor Pressure: 0.306mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 1.79±0.49(Predicted)
• Water Solubility: 622mg/L at 25℃
• CAS DataBase Reference: 3-Chloro-5-(trifluoromethyl)pyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-5-(trifluoromethyl)pyridin-2-amine(79456-26-1)
• EPA Substance Registry System: 3-Chloro-5-(trifluoromethyl)pyridin-2-amine(79456-26-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-52/53-36/37/38-20/21/22
• Safety Statements: 61-36/37/39-26-22
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 79456-26-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-5-(trifluoromethyl)pyridin-2-amine is used as a reactant in the synthesis of novel imidazo[1,2-a]pyridine-coumarin hybrid molecules. These hybrid molecules serve as inhibitors of the NS5B enzyme, which plays a crucial role in the replication of the Hepatitis C virus. By inhibiting this enzyme, these hybrid molecules have the potential to be effective in the treatment of Hepatitis C, offering a new avenue for therapeutic intervention against this viral infection.

InChI:InChI=1/C6H4ClF3N2/c7-4-1-3(6(8,9)10)2-12-5(4)11/h1-2H,(H2,11,12)

Synthetic route

2-fluoro-3-chloro-5-(trifluoromethyl)pyridine (72537-17-8) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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;

2,3-dichloro-5-trifluoromethylpyridine (69045-84-7) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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;

5-bromo-3-chloropyridin-2-ylamine (38185-55-6) + potassium trifluoro(methyl)boranuide → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

2-amino-5-trifluoromethylpyridine (74784-70-6) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

2-chloro-5-trifluoromethylpyridine (52334-81-3) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

2-chloro-5-(Trichloromethyl)-pyridine (69045-78-9) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

2,3-dichloro-5-(trichloromethyl)pyridine (69045-83-6) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

tert-butylhypochlorite (507-40-4) + 2-amino-5-trifluoromethylpyridine (74784-70-6) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

Conditions	Yield
With hydrogenchloride; acetic acid In toluene

ammonium hydroxide + 2,3-dichloro-5-trifluoromethylpyridine (69045-84-7) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

3-trichloromethyl-pyridine (3099-50-1) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

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

nicotinic acid (59-67-6) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

3,6-dichloro-5-(trifluoromethyl)pyridin-2-amine (79456-29-4) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

2-aminopyridine (504-29-0) → 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1)

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

2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine (72537-17-8)

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;

2,4-dichloro-3,5-dinitro-benzotrifluoride (29091-09-6) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → fluazinam (79622-59-6)

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%

2,4-di-tert-Butylphenol (96-76-4) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 1-<3-(2-amino-4-trifluoromethylpyridyl)>-2-hydroxy-3,5-(di-tert-butyl)benzene

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

2-oxo-propionic acid (127-17-3) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid (784144-05-4)

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%

3-pyridylboronic acid (1692-25-7) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 5-(trifluoromethyl)-[3,3']bipyridinyl-2-ylamine

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%

2-formylthiophene-3-boronic acid (4347-31-3) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → C11H5F3N2S

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

ethyl Bromopyruvate (70-23-5) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 8-chloro-6-(trifluoromethyl)imidazo[1,2,a]pyridine-2-carboxylic acid ethyl ester (353258-31-8)

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

2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) + Benzoyl isothiocyanate (532-55-8) → N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)carbamothioyl)benzamide

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

cyclohexanone (108-94-1) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 4-chloro-2-(trifluoromethyl)benzo[4,5]imidazo[1,2-a]pyridine

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

2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) + β-naphthol (135-19-3) → 1-<3-(2-amino-4-trifluoromethylpyridyl)>-2-hydroxynaphthalene

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

formaldehyd (50-00-0) + cyclopenta-1,3-diene (542-92-7) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → (3aR,10aR)-6-Chloro-8-trifluoromethyl-3a,10a-dihydro-3H,4H-cyclopenta[e]pyrido[1,2-a]pyrimidine

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

4-hydroxycoumarin-3-carboxaldehyde (51751-34-9) + tert-butylisonitrile (119072-55-8, 7188-38-7) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 3-(3-(tert-butylamino)-8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl)-4-hydroxy-2H-chromen-2-one

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

formaldehyd (50-00-0) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) + 1-indene (95-13-6) → (6aS,11bR)-4-Chloro-2-trifluoromethyl-6,6a,7,11b-tetrahydro-5,11c-diaza-benzo[c]fluorene

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

4-hydroxycoumarin-3-carboxaldehyde (51751-34-9) + 1,1,3,3-tetramethylbutane isonitrile (14542-93-9) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 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	Yield
With acetic acid In methanol at 70℃; for 2h; Sealed tube;	88%

2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) + 2-hydroxyethanethiol (60-24-2) → 2-<2-amino-5-(trifluoromethyl)pyridin-3-ylsulfanyl>ethanol

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

formaldehyd (50-00-0) + cyclohexa-1,3-diene (1165952-91-9) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → (6aR,10aR)-4-Chloro-2-trifluoromethyl-6a,7,8,10a-tetrahydro-6H-pyrido[1,2-a]quinazoline

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

2-methyl-benzyl alcohol (89-95-2) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 2-{[(3-chloro-5-(trifluoromethyl)pyridin-2-yl)imino]methyl}-phenol

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

2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) + bromoacetaldehyde (17157-48-1) → 8-Chloro-6-trifluoromethyl-imidazo[1,2-a]pyridine (178488-36-3)

Conditions	Yield
In ethanol Heating;	75%

ethyl 4,4,4-trifluoro-2-butynate (79424-03-6) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 9-chloro-4,7-bistrifluoromethylpyrido[1,2-a]pyrimidin-2-one

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

2-Picolinic acid (98-98-6) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)picolinamide (1210410-12-0)

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

2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) + propargyl bromide (106-96-7) → 5-trifluoromethyl-3-chloro-2-amino-1-(2-propynyl)pyridinium bromide

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

styrene (292638-84-7) + formaldehyd (50-00-0) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 9-Chloro-4-phenyl-7-trifluoromethyl-3,4-dihydro-2H-pyrido[1,2-a]pyrimidine

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

formaldehyd (50-00-0) + 1-Phenylcyclohexene (771-98-2) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → (6aS,10aS)-4-Chloro-10a-phenyl-2-trifluoromethyl-6a,7,8,9,10,10a-hexahydro-6H-pyrido[1,2-a]quinazoline

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

2,2-dihydroxy-1-phenyl-ethanone (1075-06-5) + dimedone (126-81-8) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 2-(8-chloro-2-phenyl-6-(trifluoromethyl)imidazo[1,2-a]pyridin-3-yl)-3-hydroxy-5,5-dimethylcyclohex-2-enone

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

4-hydroxy[1]benzopyran-2-one (1076-38-6) + 2,2-dihydroxy-1-phenyl-ethanone (1075-06-5) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 3-(8-chloro-2-phenyl-6-(triuoromethyl)imidazo[1,2-a]pyridin-3-yl)-4-hydroxy-2H-chromen-2-one

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

hexafluoroacetone ethoxycarbonylimine (19846-30-1) + 2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 9-chloro-2,2,7-tris(trifluoromethyl)-2,3-dihydropyrido[1,2-a][1,3,5]triazin-4(3H)-one

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%

Upstream product

• 52334-81-3 2-chloro-5-trifluoromethylpyridine 
• 69045-78-9 2-chloro-5-(Trichloromethyl)-pyridine 
• 507-40-4 tert-butylhypochlorite 
• 74784-70-6 2-amino-5-trifluoromethylpyridine 
• 38185-55-6 5-bromo-3-chloropyridin-2-ylamine 
• 504-29-0 2-aminopyridine 
• 79456-29-4 3,6-dichloro-5-(trifluoromethyl)pyridin-2-amine 
• 59-67-6 nicotinic acid 
• 3099-50-1 3-trichloromethyl-pyridine 
• 72537-17-8 2-fluoro-3-chloro-5-(trifluoromethyl)pyridine 
• 69045-84-7 2,3-dichloro-5-trifluoromethylpyridine 
• 69045-83-6 2,3-dichloro-5-(trichloromethyl)pyridine 

Downstream Products

• 1344653-95-7 2-{4-[2-(4-chlorophenyl)imidazo[2,1-b][1,3]benzothiazol-3-yl]phenoxy}-N-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]acetamide 
• 945971-04-0 3-methyl-5-(trifluoromethyl)pyridin-2-amine 
• 321430-46-0 N-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)carbamothioyl)benzamide 
• 1228372-85-7 2,5-dichloro-4-(5-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-yl)-1,2,4-oxadiazole-3-yl)phenol 
• 1228375-15-2 5-(8-chloro-6-(trifluoromethyl)imidazol[1,2-a]pyridine-2-yl)-3-(2,5-dichloro-4-methoxyphenyl)-1,2,4-oxadiazole 
• 1254305-62-8 C₁₅H₇Cl₃F₃N₃O₃S 
• 1254305-44-6 C₁₅H₈Cl₂F₃N₃O₃S 
• 1254305-43-5 C₁₆H₁₁ClF₃N₃O₃S 
• 1254305-99-1 C₁₆H₈ClF₆N₃O₃S 
• 1254305-94-6 C₁₆H₁₁ClF₃N₃O₄S 
• 353258-35-2 8-chloro-6-(trifluoromethyl)-imidazo[1,2-a]pyridine-2-carboxylic acid 
• 1254304-28-3 C₁₆H₇Cl₂F₃N₄O₃S 
• 1254304-56-7 C₁₇H₁₀Cl₂F₃N₃O₅S 
• 1254306-76-7 C₁₆H₁₀Cl₂F₃N₃O₃S₂ 

Relevant articles and documents

Preparation method of 2-amino-3-chloro-5-trifluoromethylpyridine

The invention relates to the technical field of organic synthesis, and discloses a preparation method of 2-amino-3-chloro-5-trifluoromethylpyridine, which comprises the following steps of: (1) adding 2-chloro-5-trifluoromethylpyridine into an organic solvent at the temperature of 20-30 DEG C to obtain an organic solution of 2-chloro-5-trifluoromethylpyridine; and (2) adding a catalyst, cyanuric chloride and ammonium salt into the organic solution of 2-chloro-5-trifluoromethylpyridine obtained in the step (1), and mixing well to obtain a reaction system. According to the preparation method of 2-amino-3-chloro-5-trifluoromethylpyridine, the catalyst plays a role in catalyzing chlorination and ammonification reactions, step-by-step catalysis is carried out by utilizing different temperatures of the two reactions, the operation is easy, the raw materials of the preparation method are cheap and easy to obtain, the reaction temperature is low, the reaction time is short, use of conditions such as high temperature, high pressure and a large amount of waste liquid is avoided, the yield of the finally obtained product is 85-96%, and the gas chromatography detection purity is greater than 99.0%.

Method for synthesizing 2-amino-3-chloro-5-trifluoromethylpyridine

The invention discloses a method for synthesizing 2-amino-3-chloro-5-trifluoromethylpyridine, and belongs to the technical field of organic synthesis. Specifically, starting from 2-aminopyridine, three chemical reactions of bromination, chlorination and coupling are involved, and two organic solvents are used in the whole process; and after the three-step reaction, recrystallization treatment is carried out to obtain the high-purity 2-amino-3-chloro-5-trifluoromethylpyridine. The method is mild in reaction condition and easy to control, and the obtained product is high in purity; reaction rawmaterials and organic solvents are easy to obtain and low in price, and a new way is provided for large-scale production.

Method for preparing 2-amino-3-chloro-5-trifluoromethylpyridine

The invention belongs to the technical field of pesticide intermediate synthesis, and relates to a method for preparing 2-amino-3-chloro-5-trifluoromethylpyridine. According to the method, 2, 3, 6-trichloro-5-trifluoromethylpyridine is used as a raw material, and amination and reduction reaction are performed to obtain the 2-amino-3-chloro-5-trifluoromethylpyridine. The byproduct 2, 3, 6-trichloro-5-trifluoromethylpyridine in a 2, 3-dichloro-5-trifluoromethylpyridine production process is used as the raw material to prepare the 2-amino-3-chloro-5-trifluoromethylpyridine, the synthesis cost ofthe 2-amino-3-chloro-5-trifluoromethylpyridine can be effectively reduced, and the purity of an obtained product meets the use requirements of industrial production.

Synthetic process of fluazinam

The invention discloses a synthetic process of fluazinam, and belongs to the technical field of pesticide chemical engineering. The process comprises the following steps: taking 2-halogen-3-chloro-5-trifluoromethyl pyridine and ammonia gas as raw materials to carry out an amination reaction in an ether solvent in a high-pressure kettle, carrying out desalination and deamination on the reaction liquid, then carrying out a condensation reaction with 2,4-dichloro-3,5-binitro-trifluorotoluene under an alkaline condition, and carrying out a conventional post-treatment method to obtain the fluazinam. According to the invention, in a continuous process of the two-step process, generation of side reactions of 2,4-dichloro-3,5-binitro-trifluorotoluene during the condensation reaction due to ammoniaresidues in an amine solution is avoided, so that unit consumption of the 2,4-dichloro-3,5-binitro-trifluorotoluene is reduced to a stoichiometric ratio, and product purification and yield are greatly improved. The product does not need to be purified, the purity can reach 99% or above, and the total separation yield of two steps can reach 97% or above.

Preparation method of 2-amino substituted six-membered nitrogen-containing heterocycle complex

The invention discloses a preparation method of a 2-amino substituted six-membered nitrogen-containing heterocycle complex. The preparation method comprises the following steps: mix 2-fluorine substituted six-membered nitrogen-containing heterocycle complex and amidine hydrochloride salt compound, and then react under the action of a alkaline substance to obtain a 2-amino substituted six-memberednitrogen-containing heterocycle complex. Preferably, the 2-amino substituted six-membered nitrogen-containing heterocycle complex is a 2-amino pyridine compound, a 2-aminopyrimidine compound or a 2-aminopyrazine compound. Compared with the prior art, the method has the advantages of simple synthesis conditions, less reaction steps, mild reaction conditions, low cost of the catalyst used, less waste discharge and good functional group tolerance.

CYANOTRIAZOLE COMPOUNDS AND USES THEREOF

The present invention provides a compound of Formula (I), or a pharmaceutically acceptable salt thereof: (I) wherein R1, R2, R3, and R4 are as defined herein. The present invention further provides therapeutic uses of these compounds, for example against human African typanosomiasis; pharmaceutical compositions comprising these compounds, and compositions comprising these compounds with a therapeutic co-agent.

Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride

Under catalyst-free conditions, an efficient method for the synthesis of 2-aminopyridine derivatives through the nucleophilic substitution and hydrolysis of 2-fluoropyridine and acetamidine hydrochloride has been developed. This amination uses inexpensive acetamidine hydrochloride as the ammonia source and has the advantages of a high yield, high chemoselectivity and wide substrate adaptability. The results suggest that other N-heterocycles containing fluorine substituents can also complete the reaction via these reaction conditions and yield the target products.

A METHOD FOR PRODUCING 2,3-DICHLORO-5-(TRICHLOROMETHYL)PYRIDINE

The present invention relates to a novel process for producing of 2,3-dichloro-5-(trichloromethyl)pyridine by using PCl as chlorinating agent at elevated temperature and pressure.

METHOD FOR THE PREPARATION OF FLUAZINAM

A method for the synthesis of 3-chloro, N- (3-chloro-5- trifluoromethyl-2-pyridyl), α, α, α-trif luoro, 2,6-dinitro- p-toluidine (Fluazinam) comprises an amination reaction of a pyridine, to obtain 2-amino, 3-chloro, 5- trif luoromethylpyridine, the addition of a strong base to the 2-amino, 3-chloro, 5-trif luoromethylpyridine, and a formation reaction of Fluazinam by coupling of the 2- amino-3-chloro-5-trif luoromethylpyridine with the 2,4- dichloro, 3,5-dinitro, benzotrif luoride. The amination reaction is conducted with anhydrous ammonia in an organic solvent. Furthermore, the coupling reaction as above takes place directly in the solution of Pyridine 2 coming from the amination step.

Method for halogenating an aromatic compound

A method for halogenating an aromatic compound, which comprises reacting the aromatic compound of the formula (I): STR1 wherein X is a hydroxyl group, an amino group or an acylamino group, each of Z1 and Z2 is a hydrogen atom or a halogen atom, one of R and Y is a hydrogen atom and the other is a nitro group, a cyano group or a trifluoromethyl group, and Q is a nitrogen atom or --C(T)= (wherein T is a hydrogen atom, a halogen atom, a nitro group, a cyano group or a trifluoromethyl group), with a halogenating agent to obtain a 3-halogenoaromatic compound of the formula (II): STR2 wherein one of R' and Y' is a halogen atom and the other is a nitro group, a cyano group or a trifluoromethyl group, and X, Z1, Z2 and Q are as defined above.