2-Hydroxy-3-trifluoromethylpyridine supplier

Name
2-Hydroxy-3-trifluoromethylpyridine
EINECS 671-273-7
CAS No. 22245-83-6
Article Data10
CAS DataBase
Density 1.398 g/cm³
Solubility
Melting Point 150-153 ºC
Formula C₆H₄F₃NO
Boiling Point 223.7 ºC at 760 mmHg
Molecular Weight 163.099
Flash Point 89.1 ºC
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38-65-20/21/22-20/21
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms LDP51:2-Hydroxy-3- Trifluoromethyl Pyridine;2-Hydroxy-3-trifluoromethyl -pyridine;2-Hydroxy-3-trifluoromethyl pyridine;2-Hydroxy-3- Trifluoromethyl Pyridine;
PSA 33.12000
LogP 1.80600

Synthetic route

: 65753-47-1
2-chloro-3-trifluoromethyl-pyridine

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

Conditions

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

: 142-08-5
2-hydroxypyridin

: 2314-97-8
iodotrifluoromethane

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

Conditions

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.

: 183610-70-0
2-amino-3-trifluoromethylpyridine

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 3-(trifluoromethyl)piperidin-2-one

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 5-bromo-3-(trifluoromethyl)pyridine-2-ol

Conditions

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℃;

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 99368-66-8
2-hydroxyl-5-nitro-3-(trifluoromethyl)pyridine

Conditions

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%

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: silver 3-trifluoromethyl-2-pyridoxide

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 887707-23-5
2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine

Conditions

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%

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 781-03-3
isopentenyl tosylate

: 1-(3-methylbut-3-en-1-yl)-3-(trifluoromethyl)pyridin-2(1H)-one

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1174132-90-1
methanesulfonic acid 5-chloro-4-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-3-ylmethyl ester

: 1174132-93-4
1-(5-chloro-4-hydroxymethyl-pyridin-3-ylmethyl)-3-trifluoromethyl-1H-pyridin-2-one trifluoroacetate

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 109-04-6
2-bromo-pyridine

: 3-(trifluoromethyl)-2H-[1,2'-bipyridin]-2-one

Conditions

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;

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1174132-95-6
C14H21NO5S

: 1064678-30-3
1-[4-methyl-3-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-2-ylmethyl]-3-trifluoromethyl-1H-pyridin-2-one

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 83948-53-2
3-bromopropylamine tert-butylcarbamate

: 1190380-24-5
[3-(2-oxo-3-trifluoromethyl-2H-pyridin-1-yl)-propyl]-carbamic acid tert-butyl ester

Conditions

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%

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 887707-27-9
5-iodo-2-methoxy-3-(trifluoromethyl)pyridine

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 887707-25-7
2-chloro-3-trifluoromethyl-5-(iodo)pyridine

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 887707-29-1
5-cyano-2-methoxy-3-trifluoromethylpyridine

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 887707-33-7
6-chloro-5-trifluoromethylpyridin-3-ylmethyl chloride

Conditions

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

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 887707-31-5
2-methoxy-3-trifluoromethyl-5-pyridinemethanol

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1-(6-chloro-5-trifluoromethylpyridin-3-ylmethyl)-2-nitroiminoimidazolidine

Conditions

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

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

A: 442199-31-7
Tert-Butyl 4-{[3-(trifluoromethyl)-2-pyridyl]oxy)-1-piperidinecarboxylate

B: 442198-38-1
(2E)-3-(4-Chlorophenyl)-N-[(1S)-2-oxo-2-({2-oxo-2-[4-(2-pyridyloxy)-1-piperidinyl]ethyl}amino)-1-(2-pyridylmethyl)ethyl]-acrylamide

...Expand

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1064678-28-9
[4-methyl-3-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-2-yl]-methanol

: 1064678-30-3
1-[4-methyl-3-(2,3,4,5-tetrahydro-pyran-2-yloxymethyl)-pyridin-2-ylmethyl]-3-trifluoromethyl-1H-pyridin-2-one

Conditions

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;

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

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

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1315465-08-7
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

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

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

Conditions

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

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1315465-10-1
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

Conditions

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

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1315463-39-8
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

Conditions

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

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1315463-41-2
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

Conditions

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

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1315463-53-6
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

Conditions

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

Yield

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

: 1315465-22-5
tert-butyl 2-(5-bromo-3-(trifluoromethyl)pyridin-2-yloxy)ethyl(methyl)carbamate

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

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

Conditions

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

: 22245-83-6
3-(trifluoromethyl)pyridin-2-ol

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

Conditions

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

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

2-Hydroxy-3-trifluoromethylpyridine Chemical Properties

IUPAC Name: 3-(Trifluoromethyl)-1H-pyridin-2-one
Molecular Formula: C₆H₄F₃NO
Molecular Weight: 163.10 g/mol
SMILES: FC(F)(F)C\1=C\C=C/NC/1=O
InChI: InChI=1/C6H4F3NO/c7-6(8,9)4-2-1-3-10-5(4)11/h1-3H,(H,10,11)
Product Categories: blocks; FluoroCompounds; Pyridines; Pyridine
Index of Refraction: 1.436
Molar Refractivity: 30.52 cm³
Molar Volume: 116.6 cm³
Polarizability: 12.1×10^-24cm³
Surface Tension: 28.4 dyne/cm
Density: 1.398 g/cm³
Flash Point: 89.1 °C
Enthalpy of Vaporization: 46.02 kJ/mol
Boiling Point: 223.7 °C at 760 mmHg
Melting Point: 150-153 °C
Vapour Pressure of 2-Hydroxy-3-trifluoromethylpyridine (CAS NO.22245-83-6): 0.0947 mmHg at 25 °C

2-Hydroxy-3-trifluoromethylpyridine Production

The productions of 2-hydroxy-3-trifluoromethylpyridine include blocks,FluoroCompounds,Pyridines,Pyridine.

2-Hydroxy-3-trifluoromethylpyridine Safety Profile

Hazard Codes: Irritant Xi, Harmful Xn
Risk Statements: 36/37/38-65-20/21/22-20/21
R36/37/38:Irritating to eyes, respiratory system and skin.
R65:Harmful: may cause lung damage if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R20/21:Harmful by inhalation and in contact with skin.
Safety Statements: 26-36/37/39-36
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.
S36:Wear suitable protective clothing.
Hazard Note: Irritant
HazardClass of 2-Hydroxy-3-trifluoromethylpyridine (CAS NO.22245-83-6): IRRITANT

2-Hydroxy-3-trifluoromethylpyridine Specification

2-Hydroxy-3-trifluoromethylpyridine (CAS NO.22245-83-6), its Synonyms are 3-(Trifluoromethyl)pyridin-2-one ; 3-Trifluoromethyl-pyridin-2-ol ; 2-Hydroxy-3-(trifluoromethyl)pyridine 97% .

Product Name

2-Hydroxy-3-trifluoromethylpyridine

Synthetic route

2-Hydroxy-3-trifluoromethylpyridine Chemical Properties

2-Hydroxy-3-trifluoromethylpyridine Production

2-Hydroxy-3-trifluoromethylpyridine Safety Profile

2-Hydroxy-3-trifluoromethylpyridine Specification

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