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inquiryProduct description: Product name 2-Chloro-3-cyanopyridine CAS number 6602-54-6 Assay ≥99% Appearance White or off-white crystalline powder Capacity 200mt/year Application Ph
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2-Chloro-3-Cyano Pyridine 【Product Name】2-Chloro-3-Cyano Pyridine 【Alias】 2-chloronicotinonitrile 【Structural formula】 【CAS No.】 6602-54-6 【Molecular formula】 C6H3CIN2 【Molecular weight】 138.8 【Quality Index】 Appearance: Wh
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Name 2-Chloro-3-cyanopyridine Synonyms 2-Chloronicotinonitrile; 3-Cyano-2-chloropyridine Molecular Structure
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inquiry2-Chloro-3-cyanopyridine Basic information Product Name: 2-Chloro-3-cyanopyridine Synonyms: AKOS 93614;3-PYRIDINECARBONITRILE, 2-CHLORO-;3-cyano-2-chloropyridine;2-CHLORO-3-PYRIDINECARBO
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inquiry【Product Name】2-Chloro-3-Cyano Pyridine 【Alias】 2-chloronicotinonitrile 【CAS No.】 6602-54-6 【Molecular formula】 C6H3CIN2 【Molecular weight】 138.8 Appearance:White or off-white crystalline powder Storage:Store in cool and dry place, away from sun li
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inquiryProduct Name: 2-Chloro-3-cyanopyridine Synonyms: 2-Chloronicotinonitrile ,98%;2-Chloro-3-cyanopyridine,99%;2-Chloro-3-pyridinecarbonitrile ,98%;2-Chloro-3-pyridinecarbonitrile,2-Chloronicotinonitrile;2-Chloro-3-cyanopyri;2-Chloronicotinotrile;NSC
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inquiry2-hydroxy-3-cyanopyridine
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With triethylamine; trichlorophosphate at 0 - 5℃; for 8.5h; Reagent/catalyst; Reflux; | 96.6% |
With P,P-dichlorophenylphosphine oxide; phosphorus pentachloride at 160℃; for 5h; | 94.6% |
3-cyanopyridine N-oxide
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With triethylamine; trichlorophosphate at 20 - 90℃; Temperature; | 96% |
With bis(trichloromethyl) carbonate; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; sodium chloride In 1,2-dichloro-ethane at -10 - 0℃; for 2h; Solvent; Reagent/catalyst; Temperature; | 91.41% |
With oxalyl dichloride; triethylamine In dichloromethane at -70℃; for 0.5h; Inert atmosphere; regioselective reaction; | 90.3% |
With POCl2 for 6h; Heating; | |
With oxalyl dichloride; triethylamine In dichloromethane regioselective reaction; |
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With N-butylamine; triethylamine; trichlorophosphate In 1,2-dichloro-ethane at 10 - 100℃; for 10.3333h; Solvent; Reagent/catalyst; Temperature; | 93.2% |
2-chloro-3-carbaldehydepyridine
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With pyridine; ammonium peroxydisulfate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy In acetonitrile at 0.5℃; for 24h; Molecular sieve; Sealed tube; Irradiation; | 74% |
Conditions | Yield |
---|---|
With trichlorophosphate for 3.5h; Heating; | 59% |
With phosphorus pentachloride; trichlorophosphate at 115 - 120℃; |
pyridine-3-carbonitrile
A
2-chloro-3-pyridinecarbonitrile
B
4-chloro-nicotinonitrile
Conditions | Yield |
---|---|
Stage #1: pyridine-3-carbonitrile With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran at -80℃; for 0.75h; Stage #2: With hexachloroethane In tetrahydrofuran at -80℃; for 0.75h; | A 7% B 37% |
Stage #1: pyridine-3-carbonitrile With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -80℃; for 0.75h; Stage #2: With hexachloroethane In tetrahydrofuran; hexane at -80℃; for 0.75h; Further stages.; | A 7% B 37% |
2-chloro-3-carbaldehydepyridine
A
2-chloro-3-pyridinecarbonitrile
B
2-chloronicotinamide
Conditions | Yield |
---|---|
With pyridine; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ammonium peroxydisulfate; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; ammonium carbamate In water; acetonitrile at 20℃; for 18h; Irradiation; Sealed tube; | A 30% B n/a |
3-cyanopyridine N-oxide
A
6-chloronicotinonitrile
B
2-chloro-3-pyridinecarbonitrile
C
4-chloro-nicotinonitrile
Conditions | Yield |
---|---|
With trichlorophosphate at 110℃; for 2h; Yield given. Yields of byproduct given; |
nicotinamide N-oxide
A
6-chloronicotinonitrile
B
2-chloro-3-pyridinecarbonitrile
C
4-chloro-nicotinonitrile
Conditions | Yield |
---|---|
With trichlorophosphate for 3.5h; Heating; Yield given. Yields of byproduct given; |
P-toluenesulfonyl cyanide
2-chloro-3-iodopyridine
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With isopropylmagnesium bromide 1.) THF, -40 deg C, 0.5 h, 2.) THF, -40 to 0 deg C; Yield given. Multistep reaction; |
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With trichlorophosphate at 100℃; im Rohr; |
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With phosphorus pentaoxide im Vakuum; | |
With trichlorophosphate at 100℃; im Rohr; |
ricinidine
phosphorus pentachloride
trichlorophosphate
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
at 105℃; im Rohr; |
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With potassium cyanide; copper(II) sulfate |
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With phosphorus pentachloride; trichlorophosphate at 105℃; im Rohr; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous H2O2; acetic acid 2: PCl5; POCl3 / 115 - 120 °C View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium chromate In water at 0 - 15℃; | 9.77 g |
2-chloro-3-pyridinecarbonitrile
ethyl 2-sulfanylacetate
ethyl 3-aminothieno[2,3-b]pyridine-2-carboxylate
Conditions | Yield |
---|---|
Stage #1: ethyl 2-sulfanylacetate With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 0.25h; Stage #2: 2-chloro-3-pyridinecarbonitrile In dimethyl sulfoxide; mineral oil at 20℃; for 3h; | 100% |
With sodium carbonate In ethanol at 90℃; for 2.5h; | 94% |
With sodium carbonate In ethanol for 4.5h; Heating / reflux; | 93.2% |
Conditions | Yield |
---|---|
With hydrazine In ethanol at 170℃; for 0.166667h; Microwave irradiation; | 100% |
With hydrazine hydrate In ethanol for 12h; Reflux; | 90% |
With hydrazine hydrate In ethanol for 10h; Heating; | 88% |
2-chloro-3-pyridinecarbonitrile
phenylboronic acid
2-phenylpyridine-3-carbonitrile
Conditions | Yield |
---|---|
With palladium on activated charcoal; sodium carbonate; triphenylphosphine In 1,2-dimethoxyethane at 80℃; for 9h; Suzuki-Miyaura coupling; | 100% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In toluene for 24h; Suzuki coupling; Heating; | 94% |
With dichloro bis(acetonitrile) palladium(II); C32H25NP2; sodium hydroxide In N,N-dimethyl-formamide at 125℃; for 4h; Suzuki-Miyaura coupling; Inert atmosphere; | 93% |
2-chloro-3-pyridinecarbonitrile
2-hydroxy-3-cyanopyridine
Conditions | Yield |
---|---|
With acetic acid Heating; | 100% |
With acetic acid for 48h; Reflux; | 95% |
With acetic acid for 60h; Reflux; | 70% |
2-chloro-3-pyridinecarbonitrile
(3S)-1-methyl-3-phenylpiperazine
2-[(2S)-4-methyl-2-phenyl-1-piperazinyl]-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With potassium fluoride In N,N-dimethyl-formamide for 23.5h; Heating / reflux; | 100% |
With potassium fluoride In N,N-dimethyl-formamide for 23.5h; Heating / reflux; | 100% |
With triethylamine In N,N-dimethyl-formamide at 120 - 125℃; for 17h; Product distribution / selectivity; | |
With potassium fluoride In N,N-dimethyl-formamide for 23.5h; Reflux; |
2-chloro-3-pyridinecarbonitrile
pyrid-2-one-3-carbonitrile
Conditions | Yield |
---|---|
With acetic acid for 12h; Reflux; | 100% |
With acetic acid at 0℃; for 24h; | 6.28 g |
Conditions | Yield |
---|---|
With 1,1′-bis(diphenylphosphino)-3,3′-di(tert-butyl)ferrocene; silver fluoride In toluene at 120℃; for 16h; Inert atmosphere; Schlenk technique; | 99% |
With cesium fluoride In dimethyl sulfoxide at 90℃; for 2h; | 69% |
With tetrabutyl phosphonium hydrogen difluoride at 80℃; for 2h; | 88 % Chromat. |
With p-methoxybenzoyl fluoride; 2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene In N,N-dimethyl-formamide at 25℃; for 16h; Inert atmosphere; | 50 %Spectr. |
With tetramethylammonium fluoride In N,N-dimethyl-formamide at 25℃; for 24h; Sealed tube; | 93 %Spectr. |
2-chloro-3-pyridinecarbonitrile
1-methyl-3-phenylpiperazine
3-cyano-2-(4-methyl-2-phenyl-1-piperazynyl)pyridine
Conditions | Yield |
---|---|
With potassium fluoride In N,N-dimethyl-formamide at 140℃; for 6h; | 99% |
In N,N-dimethyl-formamide at 120 - 125℃; for 18h; Product distribution / selectivity; | 40.9% |
2-chloro-3-pyridinecarbonitrile
[4-[[2-(furan-2-yl)-5-methyl-4-oxazolyl]methoxy]-3-methoxyphenyl]methanol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 1 - 30℃; for 15h; | 99% |
Conditions | Yield |
---|---|
With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); 1,2-bis(diphenylphosphino)-1'-(diisopropylphosphino)-3',4-di-tert-butyl ferrocene In toluene at 115℃; for 20h; Inert atmosphere; | 99% |
2-chloro-3-pyridinecarbonitrile
chloro-trimethyl-silane
2,4-dichloro-6-[(4-fluorophenyl)thio]benzonitrile
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-pyridinecarbonitrile With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; lithium chloride; magnesium chloride In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Schlenk technique; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 0.25h; Inert atmosphere; Schlenk technique; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-pyridinecarbonitrile; 4-hydroxyphenylacetate With potassium carbonate In dimethyl sulfoxide at 60℃; for 14h; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide | 99% |
2-chloro-3-pyridinecarbonitrile
2-chloronicotinamide
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-pyridinecarbonitrile With sulfuric acid at 90℃; for 2h; Stage #2: With ammonium hydroxide for 1h; Cooling with ice; | 98% |
With Acetaldehyde oxime; copper(II) oxide In water for 10h; Reflux; | 96% |
With N-ethyl-N-hydroxy-ethanamine; water at 100℃; for 3h; | 95% |
Conditions | Yield |
---|---|
With potassium phosphate; bis(η3-allyl-μ-chloropalladium(II)); 1,2-bis(diphenylphosphino)-1'-(diisopropylphosphino)-3',4-di-tert-butyl ferrocene In toluene at 115℃; for 20h; Inert atmosphere; | 98% |
2-chloro-3-pyridinecarbonitrile
tris(4-methoxyphenyl)bismuth
2-(4-methoxy)phenylpyridine-3-carbonitrile
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl acetamide at 90℃; for 4h; Inert atmosphere; Schlenk technique; | 98% |
2-chloro-3-pyridinecarbonitrile
thiophenol
2-phenylsulfanylnicotinonitrile
Conditions | Yield |
---|---|
Stage #1: thiophenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 25℃; for 1h; Inert atmosphere; Stage #2: 2-chloro-3-pyridinecarbonitrile In N,N-dimethyl-formamide; mineral oil at 25℃; for 16h; Inert atmosphere; | 97% |
With water at 100℃; for 2h; | 95% |
With bis(η3-allyl-μ-chloropalladium(II)); 1,1',3,3'-tetrakis(diphenylphosphino)ferrocene; sodium t-butanolate In toluene for 17h; Catalytic behavior; Inert atmosphere; Schlenk technique; Heating; | 95% |
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate In toluene at 120℃; for 17h; | 78% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 2h; Inert atmosphere; Green chemistry; | 97% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; nixantphos In tetrahydrofuran; water at 20℃; for 6h; Suzuki-Miyaura Coupling; | 97% |
piperazine
2-chloro-3-pyridinecarbonitrile
2-(piperazin-1-yl)nicotinonitrile
Conditions | Yield |
---|---|
In ethanol 1.) ice bath, 2.) room temperature; | 96.1% |
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) for 15h; | 81% |
With sodium hydroxide In ethanol | 72.5% |
3-(5-methyl-2-phenyl-4-oxazolylmethoxy)-5-isoxazolylmethanol
2-chloro-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 30℃; for 1.5h; | 96% |
2-chloro-3-pyridinecarbonitrile
N,N-dimethyl-formamide
2-(N,N-dimethylamine)-3-pyridinecarbonitrile
Conditions | Yield |
---|---|
at 180℃; for 0.416667h; Microwave irradiation; | 96% |
for 22h; Reflux; neat (no solvent); | 73% |
Heating; |
2-chloro-3-pyridinecarbonitrile
(4-(ethoxycarbonyl)phenyl)zinc pivalate
ethyl 4-(3-cyanopyridin-2-yl)benzoate
Conditions | Yield |
---|---|
[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride In ethyl acetate at 22 - 25℃; for 12h; Product distribution / selectivity; Negishi Coupling Reaction; | 96% |
2-chloro-3-pyridinecarbonitrile
1-mercaptopropan-2-one
2-acetyl-3-aminopyrido[2,3-b]thiophene
Conditions | Yield |
---|---|
With potassium carbonate In water at 90℃; for 2h; Green chemistry; | 96% |
2-chloro-3-pyridinecarbonitrile
rac-3-bromocyclohexene
2-chloro-4-(cyclohex-2-en-1-yl)-3-cyanopyridine
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-pyridinecarbonitrile With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; copper(I) cyanide di(lithium chloride) In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Schlenk technique; Stage #2: rac-3-bromocyclohexene In tetrahydrofuran; hexane at -78 - 0℃; for 1.16667h; Inert atmosphere; Schlenk technique; regioselective reaction; | 96% |
Stage #1: 2-chloro-3-pyridinecarbonitrile With copper(I) cyanide di(lithium chloride); 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at 0℃; for 0.0111111h; Flow reactor; Inert atmosphere; Stage #2: rac-3-bromocyclohexene In tetrahydrofuran at 0℃; for 1h; Flow reactor; Inert atmosphere; regioselective reaction; | 89% |
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); 1,1',3,3'-tetrakis(diphenylphosphino)ferrocene; sodium t-butanolate In toluene for 17h; Catalytic behavior; Inert atmosphere; Schlenk technique; Heating; | 96% |
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); 1,1',3,3'-tetrakis(diphenylphosphino)ferrocene; sodium t-butanolate In toluene for 17h; Catalytic behavior; Inert atmosphere; Schlenk technique; Heating; | 96% |
2-chloro-3-pyridinecarbonitrile
2-(3-bromo-4-hydroxyphenyl)acetic acid
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 80℃; for 24h; | 96% |
2-chloro-3-pyridinecarbonitrile
N-butylamine
2-(butylamino)pyridine-3-carbonitrile
Conditions | Yield |
---|---|
In isopropyl alcohol Heating; | 95% |
at 165 - 180℃; for 1h; | 70% |
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