22245-83-6

Basic information

• Product Name: 2-Hydroxy-3-trifluoromethylpyridine
• Synonyms: 2-HYDROXY-3-(TRIFLUOROMETHYL)PYRIDINE;3-(TRIFLUOROMETHYL)-1,2-DIHYDROPYRIDIN-2-ONE;3-(TRIFLUOROMETHYL)-2-PYRIDONE;BUTTPARK 24\01-66;3-(Trifluoromethyl)pyridin-2-one;3-Trifluoromethyl-pyridin-2-ol;2-Hydroxy-3-(trifluoromethyl)pyridine 97%;2-Hydroxy-3-(trifluoromethyl)pyridine97%
• CAS NO: 22245-83-6
• Molecular Formula: C₆H₄F₃NO
• Molecular Weight: 163.1
• EINECS: 1308068-626-2
• Product Categories: blocks;FluoroCompounds;Pyridines;Pyridine;Fluorine series
• Mol File: 22245-83-6.mol

Chemical Properties

• Melting Point: 150-153°C
• Boiling Point: 223.7 ºC at 760 mmHg
• Flash Point: 89.1 ºC
• Appearance: /
• Density: 1.398 g/cm³
• Vapor Pressure: 0.0947mmHg at 25°C
• Refractive Index: 1.436
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 9.67±0.10(Predicted)
• CAS DataBase Reference: 2-Hydroxy-3-trifluoromethylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-3-trifluoromethylpyridine(22245-83-6)
• EPA Substance Registry System: 2-Hydroxy-3-trifluoromethylpyridine(22245-83-6)

Safety Data

• Hazard Codes: Xi,Xn,T
• Statements: 36/37/38-65-20/21/22-20/21-36-25
• Safety Statements: 26-36/37/39-36-45
• RIDADR: UN2811
• HazardClass: IRRITANT
• Hazardous Substances Data: 22245-83-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-3-trifluoromethylpyridine is used as a reactant for the synthesis of Pyrido[2,3-b]pyrazine, a TRPV1 antagonist. TRPV1 antagonists are compounds that block the TRPV1 receptor, which is involved in pain sensation, body temperature regulation, and inflammation. By inhibiting this receptor, Pyrido[2,3-b]pyrazine can potentially be used in the development of medications for pain relief and other related conditions.
Used in Chemical Synthesis:
As a versatile organic compound, 2-Hydroxy-3-trifluoromethylpyridine can be utilized in various chemical synthesis processes. Its unique structure allows it to be a valuable building block for the creation of more complex molecules with specific properties and applications in different fields, such as materials science, agrochemicals, and pharmaceuticals.

InChI:InChI=1/C6H4F3NO/c7-6(8,9)4-2-1-3-10-5(4)11/h1-3H,(H,10,11)

Synthetic route

2-chloro-3-trifluoromethyl-pyridine (65753-47-1) → 3-(trifluoromethyl)pyridin-2-ol (22245-83-6)

Conditions	Yield
With potassium hydroxide In tert-butyl alcohol for 10h; Heating;	73%
Stage #1: 2-chloro-3-trifluoromethyl-pyridine With potassium hydroxide In tert-butyl alcohol at 20 - 90℃; Stage #2: With acetic acid In tert-butyl alcohol
Multi-step reaction with 3 steps 1: hydrogen fluoride / 48 h / 130 °C / 60006 Torr / Autoclave 2: ammonia / water / 10 h / 130 °C / 22502.3 Torr 3: sodium nitrite; hydrogenchloride / water / 3 h / 0 °C View Scheme

2-hydroxypyridin (142-08-5) + iodotrifluoromethane (2314-97-8) → 3-(trifluoromethyl)pyridin-2-ol (22245-83-6)

Conditions	Yield
With ferrocene; dihydrogen peroxide; dimethyl sulfoxide In water at 40 - 50℃; for 0.333333h;	50%
With ferrocene; dihydrogen peroxide In water; dimethyl sulfoxide	68 %Spectr.

2-amino-3-trifluoromethylpyridine (183610-70-0) → 3-(trifluoromethyl)pyridin-2-ol (22245-83-6)

Conditions	Yield
With hydrogenchloride; sodium nitrite In water at 0℃; for 3h; Temperature;

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 3-(trifluoromethyl)piperidin-2-one

Conditions	Yield
With [Rh(cod)(CI)(CAACMe2)]; hydrogen In hexane at 40℃; for 24h; Molecular sieve; diastereoselective reaction;	98%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 5-bromo-3-(trifluoromethyl)pyridine-2-ol

Conditions	Yield
With bromine In methanol at 20℃; for 22h;	95%
With bromine In methanol; ethyl acetate
With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 4h;
With N-Bromosuccinimide In tetrahydrofuran at 20℃;
With N-Bromosuccinimide In tetrahydrofuran at 20℃;

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 2-hydroxyl-5-nitro-3-(trifluoromethyl)pyridine (99368-66-8)

Conditions	Yield
With sulfuric acid; nitric acid at -10 - 40℃; for 6h;	94%
With sulfuric acid; nitric acid at 60℃; for 21.5h; Temperature; Cooling with ice;	78%
With sulfuric acid; nitric acid at 20℃; for 4h; Cooling with ice;	74.5%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → silver 3-trifluoromethyl-2-pyridoxide

Conditions	Yield
With silver nitrate; sodium hydroxide In water for 0.5h; Inert atmosphere;	93%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine (887707-23-5)

Conditions	Yield
With N-iodo-succinimide; acetic acid In acetonitrile at 65℃; for 5h; Industrial scale;	86%
With N-iodo-succinimide In N,N-dimethyl-formamide; acetonitrile at 80℃; for 2h;	81%
With N-iodo-succinimide In N,N-dimethyl-formamide at 80℃; for 2h;	80%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) + isopentenyl tosylate (781-03-3) → 1-(3-methylbut-3-en-1-yl)-3-(trifluoromethyl)pyridin-2(1H)-one

Conditions	Yield
With potassium carbonate In acetonitrile at 70℃; for 12h; Inert atmosphere;	85%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) + methanesulfonic acid 5-chloro-4-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl ester (1174132-90-1) → 1-(5-chloro-4-hydroxymethyl-pyridin-3-ylmethyl)-3-trifluoromethyl-1H-pyridin-2-one trifluoroacetate (1174132-93-4)

Conditions	Yield
With sodium hydride In parafine; N,N-dimethyl-formamide at 20℃; for 2h;	70%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) + 2-bromo-pyridine (109-04-6) → 3-(trifluoromethyl)-2H-[1,2'-bipyridin]-2-one

Conditions	Yield
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 2h; Inert atmosphere;	52%
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;
With copper(l) iodide; potassium carbonate In dimethyl sulfoxide at 150℃; for 12h; Inert atmosphere;
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 120℃; for 20h; Inert atmosphere;

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) + C14H21NO5S (1174132-95-6) → 1-[4-methyl-3-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-2-ylmethyl]-3-trifluoromethyl-1H-pyridin-2-one (1064678-30-3)

Conditions	Yield
With caesium carbonate In parafine; N,N-dimethyl-formamide at 20℃; for 2h;	37%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) + 3-bromopropylamine tert-butylcarbamate (83948-53-2) → [3-(2-oxo-3-trifluoromethyl-2H-pyridin-1-yl)-propyl]-carbamic acid tert-butyl ester (1190380-24-5)

Conditions	Yield
Stage #1: 3-(trifluoromethyl)pyridin-2-ol With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; Inert atmosphere; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.25h; Stage #3: 3-bromopropylamine tert-butylcarbamate In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0 - 20℃;	11%

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 5-iodo-2-methoxy-3-(trifluoromethyl)pyridine (887707-27-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; iodine / H2O / 13 h / 20 - 50 °C 2: 920 mg / silver(I) carbonate / hexane; tetrahydrofuran / 25 h / 40 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 2-chloro-3-trifluoromethyl-5-(iodo)pyridine (887707-25-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; iodine / H2O / 13 h / 20 - 50 °C 2: POCl3 / dimethylformamide / 2.5 h / 80 °C View Scheme
Multi-step reaction with 2 steps 1: N-iodo-succinimide / N,N-dimethyl-formamide; acetonitrile / 2 h / 80 °C 2: trichlorophosphate / 100 °C View Scheme
Multi-step reaction with 2 steps 1: N-iodo-succinimide / N,N-dimethyl-formamide; acetonitrile / 2 h / 80 °C 2: trichlorophosphate / 100 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 5-cyano-2-methoxy-3-trifluoromethylpyridine (887707-29-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate; iodine / H2O / 13 h / 20 - 50 °C 2: 920 mg / silver(I) carbonate / hexane; tetrahydrofuran / 25 h / 40 °C 3: 82 percent / tetrakis(triphenylphosphine)palladium(0) / dimethylformamide / 8 h / 80 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 6-chloro-5-trifluoromethylpyridin-3-ylmethyl chloride (887707-33-7)

Conditions

Yield

Multi-step reaction with 5 steps 1.1: potassium carbonate; iodine / H2O / 13 h / 20 - 50 °C 2.1: 920 mg / silver(I) carbonate / hexane; tetrahydrofuran / 25 h / 40 °C 3.1: 82 percent / tetrakis(triphenylphosphine)palladium(0) / dimethylformamide / 8 h / 80 °C 4.1: diisobutyl aluminum hydride / toluene / 12 h / 20 °C 4.2: 43 percent / sodium borohydride / methanol / 12 h / 20 °C 5.1: 66 percent / POCl3 / dimethylformamide / 0.67 h / 100 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 2-methoxy-3-trifluoromethyl-5-pyridinemethanol (887707-31-5)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate; iodine / H2O / 13 h / 20 - 50 °C 2.1: 920 mg / silver(I) carbonate / hexane; tetrahydrofuran / 25 h / 40 °C 3.1: 82 percent / tetrakis(triphenylphosphine)palladium(0) / dimethylformamide / 8 h / 80 °C 4.1: diisobutyl aluminum hydride / toluene / 12 h / 20 °C 4.2: 43 percent / sodium borohydride / methanol / 12 h / 20 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 1-(6-chloro-5-trifluoromethylpyridin-3-ylmethyl)-2-nitroiminoimidazolidine

Conditions

Yield

Multi-step reaction with 6 steps 1.1: potassium carbonate; iodine / H2O / 13 h / 20 - 50 °C 2.1: 920 mg / silver(I) carbonate / hexane; tetrahydrofuran / 25 h / 40 °C 3.1: 82 percent / tetrakis(triphenylphosphine)palladium(0) / dimethylformamide / 8 h / 80 °C 4.1: diisobutyl aluminum hydride / toluene / 12 h / 20 °C 4.2: 43 percent / sodium borohydride / methanol / 12 h / 20 °C 5.1: 66 percent / POCl3 / dimethylformamide / 0.67 h / 100 °C 6.1: 72 percent / sodium hydride / dimethylformamide; various solvent(s) / 2 h / 20 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) + t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → Tert-Butyl 4-{[3-(trifluoromethyl)-2-pyridyl]oxy)-1-piperidinecarboxylate (442199-31-7) + (2E)-3-(4-Chlorophenyl)-N-[(1S)-2-oxo-2-({2-oxo-2-[4-(2-pyridyloxy)-1-piperidinyl]ethyl}amino)-1-(2-pyridylmethyl)ethyl]-acrylamide (442198-38-1)

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) + [4-methyl-3-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-2-yl]-methanol (1064678-28-9) → 1-[4-methyl-3-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-2-ylmethyl]-3-trifluoromethyl-1H-pyridin-2-one (1064678-30-3)

Conditions	Yield
Stage #1: [4-methyl-3-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-2-yl]-methanol With methanesulfonyl chloride; triethylamine In dichloromethane at 0℃; for 1h; Stage #2: 3-(trifluoromethyl)pyridin-2-ol With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → tert-butyl 4-(2-{[5-bromo-3-(trifluoromethyl)pyridin-2-yl]oxy}ethyl)piperidine-1-carboxylate (1315465-07-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 18 h / 20 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → tert-butyl 4-(2-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridin-2-yl]oxy}ethyl)piperidine-1-carboxylate (1315465-08-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 18 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → tert-butyl 4-(2-(5-amino-6-cyano-4-(methylamino)-5'-(trifluoromethyl)-2,3'-bipyridin-6'-yloxy)ethyl)piperidine-1-carboxylate (1315465-09-8)

Conditions

Yield

Multi-step reaction with 4 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 18 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere 4: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → tert-butyl 4-(2-(5-(4-cyano-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridin-6-yl)-3-(trifluoromethyl)pyridin-2-yloxy)ethyl)piperidine-1-carboxylate (1315465-10-1)

Conditions

Yield

Multi-step reaction with 5 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 18 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere 4: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 5: hydrogenchloride; sodium nitrite / 1,4-dioxane; water / 16.17 h / 0 - 20 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate (1315463-39-8)

Conditions

Yield

Multi-step reaction with 6 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 18 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere 4: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 5: hydrogenchloride; sodium nitrite / 1,4-dioxane; water / 16.17 h / 0 - 20 °C 6: dichloromethane; acetonitrile / 1 h / 20 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 6-(6-(2-(1-(2-dimethylamino-2-oxo-ethyl)piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile hydrochloride (1315463-41-2)

Conditions

Yield

Multi-step reaction with 7 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 18 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere 4: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 5: hydrogenchloride; sodium nitrite / 1,4-dioxane; water / 16.17 h / 0 - 20 °C 6: dichloromethane; acetonitrile / 1 h / 20 °C 7: N-ethyl-N,N-diisopropylamine / acetonitrile / 65 h / 20 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → 6-(6-(2-(1-(2-hydroxy-2-methylpropyl)piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (1315463-53-6)

Conditions

Yield

Multi-step reaction with 7 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 18 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 100 °C / Inert atmosphere 4: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 5: hydrogenchloride; sodium nitrite / 1,4-dioxane; water / 16.17 h / 0 - 20 °C 6: dichloromethane; acetonitrile / 1 h / 20 °C 7: N-ethyl-N,N-diisopropylamine; sodium iodide / acetonitrile / 0.5 h / 160 °C / Microwaves View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → tert-butyl 2-(5-bromo-3-(trifluoromethyl)pyridin-2-yloxy)ethyl(methyl)carbamate (1315465-22-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 1.5 h / 20 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → tert-butyl methyl(2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridin-2-yloxy)ethyl)carbamate (1315465-23-6)

Conditions	Yield
Multi-step reaction with 3 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 1.5 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 100 °C View Scheme

3-(trifluoromethyl)pyridin-2-ol (22245-83-6) → tert-butyl 2-(5-amino-6-cyano-4-(methylamino)-5'-(trifluoromethyl)-2,3'-bipyridin-6'-yloxy)ethyl(methyl)carbamate (1315465-24-7)

Conditions

Yield

Multi-step reaction with 4 steps 1: bromine / methanol / 22 h / 20 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 1.5 h / 20 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 100 °C 4: potassium phosphate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium(0) / 1,4-dioxane; water / 2 h / 100 °C View Scheme

Upstream product

• 183610-70-0 2-amino-3-trifluoromethylpyridine 
• 65753-47-1 2-chloro-3-trifluoromethyl-pyridine 
• 609-71-2 1,2-dihydro-2-oxonicotinic acid 
• 142-08-5 2-hydroxypyridin 
• 2314-97-8 iodotrifluoromethane 

Downstream Products

• 104040-74-6 3-trifluoromethylpyridine-2(1H)-thione 
• 76041-79-7 5-bromo-3-(trifluoromethyl)pyridin-2(1H)-one 
• 211122-40-6 5-bromo-2-chloro-3-(trifluoromethyl)pyridine 
• 1403387-89-2 5-bromo-2-(neopentyloxy)-3-(trifluoromethyl)pyridine 
• 887707-23-5 5-iodo-3-(trifluoromethyl)-1H-pyridin-2-one 
• 99368-66-8 5-nitro-3-(trifluoromethyl)pyridine-2-(1H)-one 
• 99368-67-9 2-chloro-5-nitro-3-(trifluoromethyl)pyridine 
• 99368-68-0 6-chloro-5-(trifluoromethyl)pyridin-3-amine 
• 573762-57-9 2-cyano-3-(trifluoromethyl)-5-nitropyridine 
• 573762-62-6 5-amino-3-(trifluoromethyl)pyridine-2-carbonitrile 
• 951753-87-0 5-isothiocyanato-3-(trifluoromethyl)pyridine-2-carbonitrile 
• 956104-40-8 ARN-509 
• 956104-39-5 5-(8-oxo-6-thioxo-5-(4-methylphenyl)-5,7-diazaspiro[3.4]oct-7yl)-3-trifluoromethylpyridine-2-carbonitrile 
• 38609-76-6 3,5-bis(trifluoromethyl)-2-hydroxypyridine 

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Disclosed are pyrimidine derivatives for use as sphingosine 1- phosphate 1 (S1P1) receptor agonists, processes for their preparation, pharmaceutical compositions containing them and their use in the treatment of conditions or diseases mediated by S1P1 receptors, particularly multiple sclerosis.

Trifluoromethylation of various aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide

Trifluoromethylation of aromatic and hetero-aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide was investigated. Various trifluoromethylated benzene derivatives, six-membered nitrogen-containing aromatic compounds and five-membered hetero-aromatic compounds were obtained under mild conditions. General orientation of electrophilic substitution of aromatic compounds was observed similarly as reported in other radical trifluoromethylation previously.

REACTION REAGENT FOR TRIFLUOROMETHYLATION

Provided is a reaction reagent for trifluoromethylation with high general versatility and good efficiency. The reaction reagent for trifluoromethylation contains an iron compound, trifluoromethyl iodide, a sulfoxide and a peroxide, and may further contain an acid. The iron compound is, for example, iron(II) sulfate, ammonium iron(II) sulfate, iron(II) tetrafluoroborate, ferrocene, bis(η5-pentamethylcyclopentadienyl)iron or an iron powder; the sulfoxide is, for example, dimethyl sulfoxide; the peroxide is, for example, hydrogen peroxide or hydrogen peroxide-urea composite; and the acid is, for example, sulfuric acid, tetrafluoroboric acid or trifluoromethanesulfonic acid.

Methyl, trifluoromethyl, and methoxycarbonyl - Introduction to the fifth position on the pyridine ring of chloronicotinyl insecticide imidacloprid

Imidacloprid is the first chloronicotinyl insecticide and is currently the largest-selling insecticide worldwide. As a project to find its variants of different insecticidal spectra, derivatives substituted with methyl, trifluoromethyl, and methoxy-carbonyl at the fifth position on the pyridine ring of imidacloprid were prepared. Copyright Taylor & Francis Group, LLC.

Nucleophilic displacement in 2-chloro(trifluoromethyl)pyridines with amines and ammonia

The activating effect of trifluoromethyl groups in 2-chloro(trifluoromethyl)pyridines was investigated by comparing reactions of these compounds and of 2-chloropyridine with secondary cyclic amines. The ammonolysis of 2-chloro-3-trifluoromethylpyridine and 2-chloro-4-trifluoromethylpyridine is also reported and shown to proceed, in contrast to the reported behaviour of 2-chloro-5-trifluoromethylpyridine, without hydrolysis of the trifluoromethyl function. Both 2-amino-3-trifluoromethylpyridine and 2-amino-4-trifluoromethylpyridine were converted (via the corresponding pyridones) to 3-trifluoromethylpyridin-2(1H)-thione and 4-trifluoromethylpyridin-2(1H)-thione, and a number of S-alkyl derivatives of the latter compounds were prepared.