157764-10-8

Basic information

• Product Name: 2-[3-Chloro-5-(trifluoroMethyl)-2-pyridinyl]-acetonitrile
• Synonyms: 2-(3-chloro-5-(trifluoroMethyl)pyridin-2-yl)acetonitrile;3-Chloro-2-(cyanomethyl)-5-(trifluoromethyl)pyridine;2-[3-Chloro-5-(trifluoromethyl)-2-pyridyl]acetonitrile
• CAS NO: 157764-10-8
• Molecular Formula: C₈H₄ClF₃N₂
• Molecular Weight: 220.5789696
• Mol File: 157764-10-8.mol

Chemical Properties

• Boiling Point: 245.7±35.0 °C(Predicted)
• Appearance: /
• Density: 1.429±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -1.55±0.32(Predicted)
• CAS DataBase Reference: 2-[3-Chloro-5-(trifluoroMethyl)-2-pyridinyl]-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3-Chloro-5-(trifluoroMethyl)-2-pyridinyl]-acetonitrile(157764-10-8)
• EPA Substance Registry System: 2-[3-Chloro-5-(trifluoroMethyl)-2-pyridinyl]-acetonitrile(157764-10-8)

Safety Data

• Hazardous Substances Data: 157764-10-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-[3-Chloro-5-(trifluoroMethyl)-2-pyridinyl]-acetonitrile is used as a key intermediate in the synthesis of various pharmaceutical compounds, specifically for the preparation of (pyridyl)pyrazolopyrimidines. These compounds serve as corticotropin-releasing factor (CRF) receptor antagonists, which have potential therapeutic applications in treating stress-related disorders, anxiety, and depression.
The compound's unique structure allows for the development of CRF receptor antagonists that can modulate the stress response system, providing a new avenue for the treatment of various conditions related to stress and anxiety. By targeting the CRF receptors, these antagonists can help regulate the body's response to stress and potentially alleviate the symptoms associated with stress-related disorders.

Synthetic route

2,3-dichloro-5-trifluoromethylpyridine (69045-84-7) + acetonitrile (75-05-8) → 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8)

Conditions	Yield
With sodium methylate at 130℃; under 21002.1 Torr; for 16h; Pressure; Temperature; Reagent/catalyst; Inert atmosphere;	99.2%

2,3-dichloro-5-trifluoromethylpyridine (69045-84-7) + ethyl 2-cyanoacetate (105-56-6) → 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8)

Conditions	Yield
Stage #1: 2,3-dichloro-5-trifluoromethylpyridine; ethyl 2-cyanoacetate With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 70℃; for 3h; Stage #2: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water at 130℃; for 2h; pH=2;	94%
Stage #1: ethyl 2-cyanoacetate With 18-crown-6 ether; potassium carbonate In ethyl acetate at 25℃; for 0.5h; Stage #2: 2,3-dichloro-5-trifluoromethylpyridine In ethyl acetate at 70℃; for 1h; Stage #3: With hydrogenchloride In N,N-dimethyl-formamide for 3h; pH=2; Reagent/catalyst; Solvent; Reflux;

methyl [3-chloro-5-(trifluoromethyl)-2-pyridinyl](cyano)acetate (658066-43-4) → 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8)

Conditions	Yield
With water; sodium chloride In dimethyl sulfoxide at 160℃;	91%
With water; sodium chloride In dimethyl sulfoxide at 160℃;	91%
With sodium chloride In water; dimethyl sulfoxide at 160℃;

ethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-cyanoacetate → 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8)

Conditions	Yield
With hydrogenchloride In N,N-dimethyl-formamide at 130℃; for 4h; pH=2;	86.2%
Stage #1: ethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-cyanoacetate With hydrogenchloride In water; N,N-dimethyl-formamide for 6h; pH=3; Heating; Stage #2: With potassium hydroxide In water at 20℃;	85%
With hydrogenchloride In water for 5h; Reflux;	54 g

2,3-dichloro-5-trifluoromethylpyridine (69045-84-7) + methyl 2-cyanoacetate (105-34-0) → 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 80℃; for 2h; Solvent; Temperature; Reagent/catalyst;	83%

(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyano-acetic acid tert-butyl ester → 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8)

Conditions	Yield
With trifluoroacetic acid

2,3-dichloro-5-trifluoromethylpyridine (69045-84-7) → 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: t-BuOK / tetrahydrofuran 2: TFA View Scheme
Multi-step reaction with 2 steps 1.1: potassium carbonate / dimethyl sulfoxide / 0.25 h / 20 °C 1.2: 2.5 h / 80 °C 2.1: hydrogenchloride / N,N-dimethyl-formamide / 4 h / 130 °C / pH 2 View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide / 1-methyl-pyrrolidin-2-one / 2.5 h / 70 - 80 °C 2: hydrogenchloride / water / 5 h / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: potassium carbonate / dimethyl sulfoxide / 12 h / 70 °C 2.1: hydrogenchloride / water; N,N-dimethyl-formamide / 6 h / pH 3 / Heating 2.2: 20 °C View Scheme

ethyl acetate (141-78-6) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 2-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-3-oxo-butyronitrile (744209-92-5)

Conditions	Yield
With sodium hydride In tetrahydrofuran	100%

ethyl iodide (75-03-6) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]butanenitrile (856245-46-0)

Conditions	Yield
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile With potassium tert-butylate In tetrahydrofuran at -5℃; for 2h; Stage #2: ethyl iodide In tetrahydrofuran at 20℃;	100%
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile In tetrahydrofuran at -5℃; for 2h; Stage #2: ethyl iodide at 20℃;	100%

2-trifluoromethylbenzoyl chloride (312-94-7) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → fluopyram (658066-35-4)

Conditions	Yield
With palladium on activated charcoal; hydrogen; sodium carbonate In ethyl acetate at 60℃; under 15001.5 Torr; for 8h; Reagent/catalyst; Pressure; Solvent; Temperature;	82%

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 2-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-1-ethanamine (658066-44-5)

Conditions	Yield
With hydrogen In tert-butyl methyl ether at 25℃; under 15001.5 Torr; for 4h; Autoclave;	76.59%
With sulfuric acid; palladium on activated charcoal; tetrabutylammomium bromide; hydrogen In methanol at 20℃; under 3750.38 Torr; for 4h; Autoclave;	70%
With hydrogen; 5%-palladium/activated carbon In acetic acid at 20℃; under 4500.45 Torr; for 15h; Product distribution / selectivity;	19%
With sulfuric acid; 10 wt% Pd(OH)2 on carbon; hydrogen; sodium bromide In methanol at 20℃; under 3750.38 Torr; Reagent/catalyst;	91.34 %Chromat.
With hydrogen; acetic anhydride at 80℃; for 4h; Reagent/catalyst; Temperature;

2-trifluoromethylbenzoyl chloride (312-94-7) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-3-hydroxy-3-(2-(trifluoromethyl)phenyl)acrylonitrile

Conditions	Yield
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Stage #2: 2-trifluoromethylbenzoyl chloride In tetrahydrofuran; mineral oil for 1h;	75%

acetic anhydride (108-24-7) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 3-chloro-5-(trifluoromethyl)-2-ethylacetamide-pyridinyl

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon In acetic acid at 20℃; under 22502.3 Torr; for 5h;	71%

1-methyl-3-trifluoromethyl-1H pyrazole-4-carboxylic acid-anhydride (743456-60-2) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 1-Methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid [2-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-ethyl]-amide (743456-54-4)

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In acetonitrile at 0 - 20℃; for 4h;	40%

methyl iodide (74-88-4) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]propanenitrile (1431842-75-9) + 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-2-methylpropanenitrile (157763-90-1)

Conditions	Yield
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile With potassium tert-butylate In tetrahydrofuran at 5℃; for 2h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at 5 - 20℃; for 72h; Inert atmosphere;	A 32% B 22%
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile With potassium tert-butylate In tetrahydrofuran at 5℃; for 2h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at 5 - 20℃; for 72h; Inert atmosphere;	A 32% B 22%
Stage #1: 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile With potassium tert-butylate In tetrahydrofuran at 5℃; for 2h; Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 72h; Inert atmosphere;	A 32% B 22%

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 4-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-5-methyl-2H-pyrazol-3-ylamine (744209-98-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 7-chloro-3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine (744210-18-2)

Conditions	Yield
Multi-step reaction with 4 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating 4: POCl3 / acetonitrile / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-ol (744210-07-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → [3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-yl]-dipropyl-amine

Conditions	Yield
Multi-step reaction with 5 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating 4: POCl3 / acetonitrile / Heating 5: acetonitrile / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → [3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-yl]-bis-(2-methoxy-ethyl)-amine

Conditions	Yield
Multi-step reaction with 5 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating 4: POCl3 / acetonitrile / Heating 5: acetonitrile / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → butyl-[3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-yl]-propyl-amine

Conditions	Yield
Multi-step reaction with 5 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating 4: POCl3 / acetonitrile / Heating 5: acetonitrile / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → [3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-yl]-cyclopropylmethyl-propyl-amine

Conditions	Yield
Multi-step reaction with 5 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating 4: POCl3 / acetonitrile / Heating 5: acetonitrile / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → benzyl-[3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-yl]-propyl-amine

Conditions	Yield
Multi-step reaction with 5 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating 4: POCl3 / acetonitrile / Heating 5: acetonitrile / Heating View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → dibutyl-[3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-yl]-amine

Conditions	Yield
Multi-step reaction with 5 steps 1: 100 percent / sodium hydride / tetrahydrofuran 2: hydrazine hydrobromide / ethanol; H2O / Heating 3: dioxane / Heating 4: POCl3 / acetonitrile / Heating 5: acetonitrile / Heating View Scheme

acetic acid (64-19-7) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → [3-chloro-5-(trifluoromethyl)-2-pyridinyl]ethanamine acetate (658066-45-6)

Conditions	Yield
With hydrogen; 5%-palladium/activated carbon at 20℃; under 3750.38 Torr;

1-Bromo-2-chloroethane (107-04-0) + 2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropanecarbonitrile (1433906-75-2)

Conditions	Yield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 60℃; for 3h;

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 2-methyl-propane-2-sulfinic acid 1-[1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropyl]-methylidene amide (1433906-77-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water / 3 h / 60 °C 2: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 144 h / -78 - 20 °C 3: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → 1-[1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropyl]-ethylamine (1433906-72-9)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water / 3 h / 60 °C 2.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 144 h / -78 - 20 °C 3.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C 4.1: dichloromethane; diethyl ether / 18 h / -48 - 20 °C 4.2: 2 h / 20 °C View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → N-{1-[1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropyl]-ethyl}-2,6-difluoro-benzamide (1433905-35-1)

Conditions

Yield

Multi-step reaction with 5 steps 1.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water / 3 h / 60 °C 2.1: diisobutylaluminium hydride / dichloromethane; tetrahydrofuran / 144 h / -78 - 20 °C 3.1: titanium(IV) tetraethanolate / tetrahydrofuran / 24 h / 20 °C 4.1: dichloromethane; diethyl ether / 18 h / -48 - 20 °C 4.2: 2 h / 20 °C 5.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C View Scheme

2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile (157764-10-8) → C-[1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropyl]-methylamine (1433906-73-0)

Conditions	Yield
Multi-step reaction with 2 steps 1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water / 3 h / 60 °C 2: ammonia; hydrogen / methanol / 17 h / 20 °C / 2250.23 Torr / Sealed tube View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide; benzyltri(n-butyl)ammonium chloride / acetonitrile / 20 °C / Inert atmosphere 2: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 0 - 20 °C / Inert atmosphere 3: trifluoroacetic acid / dichloromethane / 3 h / 20 °C View Scheme

Upstream product

• 69045-84-7 2,3-dichloro-5-trifluoromethylpyridine 
• 105-34-0 methyl 2-cyanoacetate 
• 923251-81-4 ethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-cyanoacetate 
• 75-05-8 acetonitrile 
• 105-56-6 ethyl 2-cyanoacetate 
• 658066-43-4 methyl [3-chloro-5-(trifluoromethyl)-2-pyridinyl](cyano)acetate 

Downstream Products

• 658066-35-4 fluopyram 
• 1433906-58-1 N-[[1-[3-chloro-5-(trifluoromethyl)-2-pyridyl]cyclopropyl]methyl]-2,6-difluoro-N-methoxy-benzamide 
• 1433905-35-1 N-{1-[1-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-cyclopropyl]-ethyl}-2,6-difluoro-benzamide 
• 658066-44-5 2-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-1-ethanamine 

Relevant articles and documents

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Synthesis method of benzamide compound (by machine translation)

The synthesis method of N - [2 - [3 -(trifluoromethyl)-pyridin - 2 2-yl] ethyl] - 2 - (Trifluoromethyl-)-ethyl- Trifluoromethyl-2,3 -trifluoromethyl) benzamide,) yields, chloro - 5 5 5-(trifluoromethyl pH＝2-5 pyri- 2 2-based N,N -Trifluoromethyl-3 -Trifluoromethyl) - 2 -ethyl,trifluoromethyl-3 -benzamide,).) - 2 - The synthesis method employed in the present invention is obtained by catalytic hydrogenation . The N - [2 - [3 - reaction mother liquid 2 - (obtained by the present invention is synthesized by a method of, synthesizing)% N - [2 - [3 -chloro - 5 5 5-(trifluoromethylpyridin - 2 2-methyl-).trifluoromethylpyridine]) as a starting material under the action, of a, catalyst and a base by, catalytic hydrogenation to obtain a compound] - 2 - (g - 5) 5 5-] (] - 2 - (trifluormethyl) pyridine)-2-). trifluoromethylbenzenesulfonamide. (by machine translation)

Fluopyram preparation method

The invention relates to a fluopyram preparation method, which sequentially comprises: (1) carrying out a substitution reaction on 2,3-dichloro-5-trifluoromethylpyridine and ethyl cyanoacetate or methyl cyanoacetate at a temperature of 30-160 DEG C in the presence of an alkali and a solvent, adjusting the reaction liquid to an acidic pH value after completing the reaction, and carrying out a decarboxylation reaction at a temperature of 80-160 DEG C to obtain 3-chloro-5-(trifluoromethyl)-2-acetonitrilepyridine; and (2) carrying out tandem hydrogenation and condensation reaction on the 3-chloro-5-(trifluoromethyl)-2-acetonitrilepyridine prepared in the step (1) and o-trifluoromethylbenzoyl chloride at a temperature of 20-100 DEG C in the presence of a catalyst, hydrogen, an alkali and a solvent to obtain fluopyram. According to the present invention, the preparation method has the short steps, avoids the unnecessary protection-deprotection step, is economical and environmentally friendly, and is suitable for industrial production.

Synthesis method of fluopyram

The invention discloses a synthesis method of fluopyram and belongs to the technical field of fine chemical engineering. The synthesis method comprises the following steps: by taking 2,3-dichloro-5-trifluoromethylpyridine as a raw material, performing condensation and hydrolysis decarboxylation with ethyl cyanoacetate in the presence of an alkali so as to obtain 2-acetonitrile-3-chloro-5-trifluoromethylpyridine; performing catalytic hydrogenation reduction so as to obtain 2-ethylamino-3-chloro-5-trifluoromethylpyridine, performing protection by using o-trifluoromethyl benzoic anhydride or o-trifluoromethyl benzoic acid-trimethylacetic anhydride, so as to obtain a target product, namely fluopyram. The synthesis method is reasonable and simple and convenient in route selection and is applicable to industrial amplification, the synthesis method breaks through a conventional process, a step that hydrogenation reduction is implemented and at the same time amino is protected by using other acylation reagents firstly, and acylation of the amino with o-trifluoromethyl benzoyl chloride is implemented later is avoided, a step that hydrogenation is implemented and at the same time protectionis implemented to obtain the target product amide is implemented instead, and process procedures can be simplified.

Bis(trifluoromethyl)-containing acrylonitrile compounds and applications thereof

Bis(trifluoromethyl)-containing acrylonitrile compounds are disclosed having structures shown as a general structure formula I, wherein R is selected from groups shown in the description. The compounds of the general formula I have excellent bioactivity for agricultural pests such as diamond-back moths, mites and a plurality of pathogenic bacteria, and can be used for pest, mite and disease control in the agriculture.

Synthesis method of fluopyram intermittent 2-[3-chloro-5(trifluoromethyl)pyridine-2-yl]acetonitrile

The invention discloses a synthesis method of a fluopyram intermittent 2-[3-chloro-5(trifluoromethyl)pyridine-2-yl]acetonitrile, and belongs to the field of organic synthesis of pesticides. The methodis characterized in that 2,3-dichloro-5-(trifluoromethyl)pyridine is subjected to substitution reaction to obtain the 2-[3-chloro-5(trifluoromethyl)pyridine-2-yl]acetonitrile, a process of the substitution reaction comprises the steps that 1, firstly, the 2,3-dichloro-5-(trifluoromethyl)pyridine, acetonitrile, alkali and a catalyst are mixed, and then under conditions of shielding gas and pressurizing, reaction is carried out at 110-130 DEG C for 10-16 hours for completion; 2, after a system is cooled, filtering is conducted to remove solid, then part of the acetonitrile is concentrated and recovered, after the volume of the system is reduced by half or more, the system is poured into water, then ethyl acetate is used for extraction, and through concentration, a solid product, namely the2-[3-chloro-5(trifluoromethyl)pyridine-2-yl]acetonitrile, is obtained. According to the synthesis method of the fluopyram intermittent 2-[3-chloro-5(trifluoromethyl)pyridine-2-yl]acetonitrile, throughthe one-step reaction, the product is obtained, operation is simple, and the yield is higher.

Process for the preparation of a 2-ethylaminopyridine derivative

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2-PYRIDINYLETHYLBENZAMIDE DERIVATIVES

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