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Cas:626-60-8
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inquiry3-Chloropyridine CAS:626-60-8 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermedia
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Product name: 3-Chloropyridine CAS No.:626-60-8 Molecule Formula:C5H4ClN Molecule Weight:113.55 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS SPE
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inquiry3-Chloropyridine Chemical Properties Melting point 135 °C Boiling point 148 °C (lit.) density 1.194 g/mL at 25 °C (lit.) refractive index n20/D 1.533(lit.) Fp 150 °F storage temp. Flammables area solubility
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Product Name: 3-Chloropyridine CAS NO: 626-60-8 EINECS: 210-955-7 Molecular Formula: C5H4ClN Appearance:Pale yellow to brown solu
High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use
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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou
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Conditions | Yield |
---|---|
With tert-Butyl thionitrate; copper dichloride In acetonitrile at 25℃; for 6h; | 95% |
With hydrogenchloride; copper; sodium nitrite Diazotization; |
Conditions | Yield |
---|---|
With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 4500.45 Torr; for 12h; Glovebox; chemoselective reaction; | 93% |
With aluminium(III) iodide In acetonitrile for 6h; Heating; | 80% |
With 1,1,2,2-tetrabutyl-1,2-dichloro distannane In tetrahydrofuran for 1h; Heating; | 75% |
Conditions | Yield |
---|---|
With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 20h; Finkelstein Reaction; Schlenk technique; Inert atmosphere; | 90% |
With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 36h; Inert atmosphere; | 89 %Chromat. |
With iron(III) chloride; sodium chloride In acetonitrile for 4h; Kinetics; Irradiation; Green chemistry; |
3,5-Dinitro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
3,5-dinitro-(N-phenyl)benzamide
C
Pyridine 1-oxide hydrochloride
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 3.7% B 89.8% C n/a |
2,4-Dinitro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
2,4-dinitro-benzoic acid anilide
C
Pyridine 1-oxide hydrochloride
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 19.4% B 85.3% C n/a |
C19H14N2O2
A
3-Chloropyridine
B
benzophenone
C
hexachloroethane
D
benzophenone azine
Conditions | Yield |
---|---|
With tetrachloromethane Ambient temperature; Irradiation; Yields of byproduct given; | A 82% B n/a C n/a D n/a |
pyridine N-oxide
N-Phenyl-o-nitrobenzimidoyl chloride
A
3-Chloropyridine
B
N-phenyl-2-nitrobenzamide
C
Pyridine 1-oxide hydrochloride
D
2-Nitro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 29.8% B 66% C n/a D 30.7% |
N-Phenyl-o-nitrobenzimidoyl chloride
A
3-Chloropyridine
B
N-phenyl-2-nitrobenzamide
C
Pyridine 1-oxide hydrochloride
D
2-Nitro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 29.8% B 66% C n/a D 30.7% |
pyridine N-oxide
3-nitro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
5-nitrobenzanilide
C
Pyridine 1-oxide hydrochloride
D
2-pyridine
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 41.3% B 62.7% C n/a D 30.1% |
pyridine N-oxide
A
3-Chloropyridine
B
5-nitrobenzanilide
C
Pyridine 1-oxide hydrochloride
D
2-pyridine
Conditions | Yield |
---|---|
With N-Phenyl-m-nitrobenzimidoyl chloride In 1,2-dichloro-ethane for 24h; Heating; | A 41.3% B 62.7% C n/a D 30.1% |
3-nitro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
5-nitrobenzanilide
C
Pyridine 1-oxide hydrochloride
D
2-pyridine
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 41.3% B 62.7% C n/a D 30.1% |
pyridine N-oxide
2-methyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
2-methyl-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
2-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 17.9% B 39.3% C n/a D 58.6% |
2-methyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
2-methyl-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
2-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 17.9% B 39.3% C n/a D 58.6% |
pyridine N-oxide
N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
N-phenyl benzoyl amide
C
Pyridine 1-oxide hydrochloride
D
N-phenyl-N-(2-pyridinyl)benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Product distribution; Mechanism; Heating; var. N-Phenylarenimidoyl chlorides + fluorides; | A 28.1% B 36.8% C n/a D 57.2% |
pyridine N-oxide
2,4-Dichloro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
2,4-dichloro-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
2,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 30.5% B 54.9% C n/a D 39.5% |
2,4-Dichloro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
2,4-dichloro-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
2,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 30.5% B 54.9% C n/a D 39.5% |
pyridine N-oxide
N-Phenyl-2,4-dimethoxybenzimidoyl chloride
A
3-Chloropyridine
B
2,4-dimethoxy-benzoic acid anilide
C
Pyridine 1-oxide hydrochloride
D
2,4-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 10.4% B 54% C n/a D 45.5% |
N-Phenyl-2,4-dimethoxybenzimidoyl chloride
A
3-Chloropyridine
B
2,4-dimethoxy-benzoic acid anilide
C
Pyridine 1-oxide hydrochloride
D
2,4-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 10.4% B 54% C n/a D 45.5% |
pyridine N-oxide
3,5-Dimethyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
Pyridine 1-oxide hydrochloride
C
3,5-dimethyl-N-phenylbenzamide
D
3,5-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 24.2% B n/a C 45.3% D 53.6% |
3,5-Dimethyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
Pyridine 1-oxide hydrochloride
C
3,5-dimethyl-N-phenylbenzamide
D
3,5-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 24.2% B n/a C 45.3% D 53.6% |
pyridine N-oxide
2,4-Dimethyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
2,4-dimethyl-benzoic acid anilide
C
Pyridine 1-oxide hydrochloride
D
2,4-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 9.8% B 44.8% C n/a D 51.5% |
2,4-Dimethyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
2,4-dimethyl-benzoic acid anilide
C
Pyridine 1-oxide hydrochloride
D
2,4-Dimethyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 9.8% B 44.8% C n/a D 51.5% |
pyridine N-oxide
3-methyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
3-methyl-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 21.6% B 45.9% C n/a D 51.4% |
3-methyl-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
3-methyl-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3-Methyl-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 21.6% B 45.9% C n/a D 51.4% |
pyridine N-oxide
3,5-Dimethoxy-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
3,5-dimethoxy-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3,5-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 28.8% B 50.9% C n/a D 43.7% |
3,5-Dimethoxy-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
3,5-dimethoxy-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3,5-Dimethoxy-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 28.8% B 50.9% C n/a D 43.7% |
pyridine N-oxide
3,4-Dichloro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
3,4-dichloro-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 22.6% B 39.5% C n/a D 48.9% |
3,4-Dichloro-N-phenyl-benzimidoyl chloride
A
3-Chloropyridine
B
3,4-dichloro-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3,4-Dichloro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 22.6% B 39.5% C n/a D 48.9% |
pyridine N-oxide
N-phenyl-m-chlorobenzimidoyl chloride
A
3-Chloropyridine
B
3-chloro-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3-Chloro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 24h; Heating; | A 32.3% B 48.7% C n/a D 45.3% |
N-phenyl-m-chlorobenzimidoyl chloride
A
3-Chloropyridine
B
3-chloro-N-phenylbenzamide
C
Pyridine 1-oxide hydrochloride
D
3-Chloro-N-phenyl-N-pyridin-2-yl-benzamide
Conditions | Yield |
---|---|
With pyridine N-oxide In 1,2-dichloro-ethane for 24h; Heating; | A 32.3% B 48.7% C n/a D 45.3% |
Conditions | Yield |
---|---|
With potassium phosphate; bis(tricyclohexylphosphine)nickel(II) dichloride In tert-Amyl alcohol for 12h; Solvent; Suzuki-Miyaura Coupling; Heating; | 100% |
With cesiumhydroxide monohydrate; 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl; palladium diacetate In water; butan-1-ol at 25℃; for 0.25h; Solvent; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With potassium phosphate; catacxium A; palladium diacetate In toluene at 100℃; for 20h; Suzuki reaction; | 99% |
3-Chloropyridine
2-Methylphenylboronic acid
3-(p-methylphenyl)pyridine
Conditions | Yield |
---|---|
With potassium phosphate monohydrate; R-Phos; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 0.333333h; Suzuki-Miyaura reaction; Inert atmosphere; | 100% |
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 12h; Suzuki-Miyaura coupling; | 99% |
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In tetrahydrofuran; toluene at 100℃; for 10h; Suzuki-Miyaura reaction; | 97% |
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium (0); ruphos In tetrahydrofuran at 70℃; for 15h; Negishi coupling; | 100% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; paraformaldehyde In methanol; acetic acid | 100% |
3-Chloropyridine
3-isopropyl-1-phenyl-1H-imidazol-3-ium iodide
palladium diacetate
Conditions | Yield |
---|---|
With K2CO3; KI In neat (no solvent) (Ar); mixt. of Pd salt, imidazolium salt, K2CO3, KI and chloropyridine was heated at 80°C for 16 h; cooled to room temp.; evapd. (vac.); dissolved in CH2Cl2; filtered through Celite; evapd.; washed (pentane); elem. anal.; | 100% |
3-Chloropyridine
[PdI2(CC(C6H5)N(CH3)C(C6H5)N(CH(CH3)2))]2
[PdI2(CC(C6H5)N(CH3)C(C6H5)N(CH(CH3)2))(NC5H4Cl)]
Conditions | Yield |
---|---|
In dichloromethane (Ar); chloropyridine was added to Pd complex in CH2Cl2; stirred at room temp. for 2 h; evapd. (vac.); washed (pentane); elem. anal.; | 100% |
Conditions | Yield |
---|---|
Stage #1: 3-Chloropyridine With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 1h; Inert atmosphere; Stage #2: ethyl iodide In tetrahydrofuran; n-heptane; ethylbenzene at -78 - 20℃; Inert atmosphere; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With C48H56ClN3Pd; potassium tert-butylate In tetrahydrofuran at 70℃; for 24h; Schlenk technique; Inert atmosphere; | 100% |
3-Chloropyridine
Conditions | Yield |
---|---|
for 0.0833333h; Reflux; | 100% |
Conditions | Yield |
---|---|
In water | 99.4% |
Conditions | Yield |
---|---|
With (C5H5)Fe(C5H3C(CH3)NC6H4CH3)PdCl(CN2(C6H3(CH(CH3)2)2)2C2H2); potassium tert-butylate In 1,4-dioxane at 110℃; for 1h; Catalytic behavior; Time; Reagent/catalyst; Temperature; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; | 99% |
With (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene)Pd(cinnamyl, 3-phenylallyl)Cl; sodium t-butanolate In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Green chemistry; | 99% |
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With palladium diacetate; sodium t-butanolate; ruphos In neat (no solvent) at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry; | 99% |
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; sodium t-butanolate In tetrahydrofuran at 100℃; for 15h; Solvent; Sealed tube; | 99% |
With dichloro(3-chloropyridinyl)(1,3-(diisopropylphenyl)-4,5-bis(dimethylamino)imidazol-2-ylidene)palladium(II); potassium tert-butylate In 1,4-dioxane at 80℃; for 18h; Catalytic behavior; Solvent; Temperature; Reagent/catalyst; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; Sealed tube; | 98% |
Conditions | Yield |
---|---|
Stage #1: 3-Chloropyridine; 4-methylphenylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; | 99% |
With potassium phosphate; 2-(dicyclohexylphosphino)biphenyl based D-gluconamide; palladium diacetate In water at 80℃; for 16h; | 96% |
With potassium phosphate; chloro(crotyl)(2-dicyclohexylphosphino-2’,4’,6’-triisopropybiphenyl)palladium(II) In tetrahydrofuran; water at 20℃; for 2h; Reagent/catalyst; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl(2',4',6'-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane; sodium t-butanolate In tetrahydrofuran at 100℃; for 15h; Solvent; Sealed tube; | 99% |
With tris(dibenzylideneacetone)dipalladium (0); potassium tert-butylate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 1,4-dioxane at 100℃; for 3h; | 98% |
With C48H56ClN3Pd; potassium tert-butylate In tetrahydrofuran at 70℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Schlenk technique; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With P(i-BuNCH2CH2)3N; cesium fluoride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100 - 110℃; for 36h; Stille reaction; | 99% |
With tris(dibenzylideneacetone)dipalladium (0); cesium fluoride; 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In 1,4-dioxane at 110℃; for 36h; Stille cross-coupling; | 99% |
With Pd(OAc)2/XPhos (1:3); cesium fluoride In 1,4-dioxane at 100℃; for 4h; Stille coupling; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With ammonium formate In water; isopropyl alcohol at 20℃; for 3h; | 99% |
With ammonium formate In water at 20℃; for 6h; | 99% |
With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 1h; | 97 % Spectr. |
Conditions | Yield |
---|---|
With sodium t-butanolate; palladium diacetate; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine In 1,2-dimethoxyethane at 100℃; for 24h; | 99% |
With bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate In toluene at 80℃; for 20h; Inert atmosphere; Sealed tube; | 94% |
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; sodium t-butanolate; palladium diacetate In 1,2-dimethoxyethane at 70℃; for 24h; | 93% |
Conditions | Yield |
---|---|
With (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine; sodium t-butanolate; palladium diacetate In 1,2-dimethoxyethane at 70℃; for 16h; | 99% |
Conditions | Yield |
---|---|
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In tert-butyl alcohol at 110℃; for 4h; | 99% |
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; potassium carbonate In 1,4-dioxane at 90℃; for 18h; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox; | 82% |
Conditions | Yield |
---|---|
With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium phosphate; water; palladium diacetate In tert-butyl alcohol at 110℃; for 3h; Inert atmosphere; | 99% |
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In tert-butyl alcohol at 110℃; for 24h; | 97% |
3-Chloropyridine
2-methoxy-phenylamine
N-methyl-N-phenylpyridin-3-amine
Conditions | Yield |
---|---|
With sodium t-butanolate; palladium diacetate; (R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-t-butylphosphine In 1,2-dimethoxyethane at 100℃; for 24h; | 99% |
With (C5H5)Fe(C5H3C(CH3)NC6H4CH3)PdCl(CN2(C6H3(CH(CH3)2)2)2C2H2); potassium tert-butylate In 1,4-dioxane at 110℃; for 8h; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; | 91% |
With C29H37O2P; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere; | 49% |
Conditions | Yield |
---|---|
With tetrakis(tri-p-tolylphosphite)nickel(0); potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc In toluene at 110℃; for 16h; Sealed tube; Inert atmosphere; | 99% |
With copper(I) oxide; caesium carbonate; ethyl 2-oxocyclohexane carboxylate In dimethyl sulfoxide at 80℃; for 24h; | 77% |
With potassium hydroxide In water for 8h; Reflux; | 69% |
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)); sodium t-butanolate In toluene at 120℃; for 17h; | 65% |
With fac-tris[2-phenylpyridinato-C2,N]iridium(III); caesium carbonate In N,N-dimethyl-formamide at 25℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation; | 61% |
Conditions | Yield |
---|---|
With N-methyl-2-phenyl-3-(dicyclohexylphosphino)-1H-indole; palladium diacetate; triethylamine; sodium t-butanolate In water at 100℃; for 18h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique; | 99% |
With potassium phosphate monohydrate; 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; bis(dibenzylideneacetone)-palladium(0) In toluene; tert-butyl alcohol at 135℃; for 24h; Suzuki coupling; Inert atmosphere; | 98% |
With C16H16Cl2N2O4Pd2; tetrabutylammomium bromide; potassium carbonate In water for 16h; Reflux; Darkness; Inert atmosphere; | 73% |
With water; palladium diacetate; sodium carbonate at 100℃; for 15h; Suzuki Coupling; Green chemistry; | 10% |
Conditions | Yield |
---|---|
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 12h; Suzuki-Miyaura coupling; | 99% |
With dichloro bis((p-dimethylaminophenyl)-ϖ-di-tert-butylphosphine)palladium(II); triethylamine In water at 40℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere; | 97% |
Stage #1: 3-Chloropyridine; 1-Naphthylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; | 97% |
Conditions | Yield |
---|---|
With chloro-(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)(2-(N-acetylamino)-phenyl-C1,O)-palladium(II); sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 18h; Suzuki-Miyaura coupling; Inert atmosphere; Sealed tube; | 99% |
Stage #1: 3-Chloropyridine; (E)-1-octen-1-ylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; | 98% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); XPhos In tetrahydrofuran at 65℃; for 2h; Negishi cross-coupling; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In dichloromethane N2 or Ar; Ir compd. and m-Brpyridine (1:3 molar ratio) stirred in pyridine at 60°C for 5 h; evapd., recrystd. (hexane, -20°C), elem. anal.; | 99% |
3-Chloropyridine
4-trifluoroboratomethylpiperazine-1-carboxylic acid tert-butyl ester internal salt
tert-butyl 4-(pyridin-3-ylmethyl)piperazine-1-carboxylate
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; XPhos In tetrahydrofuran; water at 80℃; for 45h; Suzuki-Miyaura coupling; | 99% |
3-Chloropyridine
4-methoxyphenylboronic acid
3-(4-methoxyphenyl)pyridine
Conditions | Yield |
---|---|
With NHC-Pd(II)-Im; potassium tert-butylate In water at 80℃; for 12h; Suzuki-Miyaura coupling; | 99% |
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 100 - 110℃; Suzuki-Miyaura coupling; Inert atmosphere; | 98% |
With potassium phosphate tribasic trihydrate; (2-mesityl-1H-inden-3-yl)dicyclohexyl phosphine; palladium diacetate; Aliquat 336 In water at 20 - 100℃; for 8h; Suzuki-Miyaura Coupling; Inert atmosphere; | 96% |
3-Chloropyridine
4-methoxyphenylboronic acid
3-(4-methoxybenzyl)pyridine
Conditions | Yield |
---|---|
Stage #1: 3-Chloropyridine; 4-methoxyphenylboronic acid With palladium diacetate; (R)-6-dicyclohexylphoshino-6'-diphenylphosphino-3,3'-dimethoxy-2,2',4,4'-tetramethyl-1,1'-biphenyl In dodecane; butan-1-ol at 25℃; for 0.0833333h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; Stage #2: With cesiumhydroxide monohydrate In dodecane; water; butan-1-ol at 80℃; for 4h; Suzuki-Miyaura Coupling; Glovebox; Inert atmosphere; | 99% |
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