img _fcksaAppearance:White solid Storage:Store in dry, dark and ventilated place. Package:according to the clients requirement Application:It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals an
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Cas:15861-24-2
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inquiryItems Standard Result Assay 98%min ---------------------------------------------------------------------------------------------
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inquiryHANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketing & distribution, thinkchem specializes in exp
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/1096.html Product Name 5-Cyanoindole CAS No. 15861-24-2
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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
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inquiryName Indole-5-carbonitrile/5-Cyanoindole CAS NO. 15861-24-2 Molecular Formula C9H6N2 Molecular Weight 142.16 EINECS 23
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inquiryAbout Product Details Items Specifications Test Results Appearance White to white crystalline powde
Cas:15861-24-2
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inquiry5-Cyanoindole CAS:15861-24-2 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 intermediat
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Cas:15861-24-2
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Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By
Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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inquiryCompany Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments
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A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
Cas:15861-24-2
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inquiryConditions | Yield |
---|---|
With [(2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-1, 1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate In tetrahydrofuran; water at 40℃; for 18h; Inert atmosphere; | 99% |
With 1,1'-bis-(diphenylphosphino)ferrocene; palladium 10% on activated carbon; zinc(II) formate dihydrate In N,N-dimethyl acetamide at 110℃; for 12h; Inert atmosphere; | 90% |
5-cyanoindole-3-carboxylic acid
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 140℃; Schlenk technique; | 99% |
4-amino-3-ethynylbenzonitrile
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With P(p-C6H4F)3; chloro(1,5-cyclooctadiene)rhodium(I) dimer In N,N-dimethyl-formamide at 85℃; for 2h; | 98% |
With chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) In pyridine at 90℃; for 0.5h; Inert atmosphere; regioselective reaction; | 98% |
With pyridine; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 90℃; for 0.5h; Catalytic behavior; Inert atmosphere; regioselective reaction; | 98% |
1-(tert-butoxycarbonyl)-1H-indole-5-carbonitrile
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
In various solvent(s) at 150℃; for 0.0833333h; microwave irradiation; | 98% |
With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 0.0833333h; Product distribution / selectivity; Microwave irradiation; | 98% |
With 2,2,2-trifluoroethanol at 150℃; for 1h; Product distribution / selectivity; Microwave irradiation; | 98% |
With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 0.0833333h; Product distribution / selectivity; Microwave irradiation; | 98% |
Conditions | Yield |
---|---|
palladium diacetate; PS-triphenylphosphine In N,N-dimethyl-formamide at 140℃; for 0.833333h; Irradiation; microwave; | 96% |
3-methyl-4-nitrobenzonitrile
N,N-dimethyl-formamide dimethyl acetal
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 3-methyl-4-nitrobenzonitrile; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In dichloromethane at 50 - 55℃; for 8h; Large scale; Green chemistry; Stage #2: With iron; acetic acid In methanol at 0 - 55℃; for 8h; Reagent/catalyst; Solvent; Temperature; Large scale; Green chemistry; | 96% |
Stage #1: 3-methyl-4-nitrobenzonitrile; N,N-dimethyl-formamide dimethyl acetal With pyrrolidine In 1,4-dioxane at 102℃; for 2.5h; Leimgruber-Batcho Indole Synthesis; Reflux; Inert atmosphere; Stage #2: With hydrazine hydrate In 1,4-dioxane at 45℃; for 1h; Leimgruber-Batcho Indole Synthesis; | 71% |
Conditions | Yield |
---|---|
With copper(l) iodide; potassium iodide; N,N`-dimethylethylenediamine In toluene at 110℃; for 24h; Rosenmund-von Braun reaction; | 95% |
Stage #1: 5-bromo-1H-indole; sodium cyanide With potassium iodide; N,N`-dimethylethylenediamine; copper(l) iodide In toluene at 110℃; for 24h; Stage #2: With ammonia In water; ethyl acetate; toluene at 25℃; for 0.166667h; | 95% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In various solvent(s) at 115℃; for 2h; Substitution; | 76% |
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In acetonitrile for 2.5h; Reflux; | 95% |
With C18H14CuIN4 In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation; | 53% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; copper(I) oxide; phenylsilane; ammonia In 1-methyl-pyrrolidin-2-one at 180℃; under 2280.15 Torr; for 24h; Sealed tube; chemoselective reaction; | 94% |
With ammonia; hydrogen; nickel dibromide In N,N-dimethyl-formamide at 160℃; for 10h; Sealed tube; | 92 %Chromat. |
1-benzyl-1H-indole-5-carbonitrile
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With potassium tert-butylate; oxygen; dimethyl sulfoxide at 0℃; for 0.333333h; | 93% |
1H-indol-5-yl methanesulfonate
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; potassium carbonate In water; tert-butyl alcohol at 80℃; for 18h; Inert atmosphere; | 93% |
5-Cyano-1-(p-toluenesulfonyl)indole
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With formic acid; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Inert atmosphere; Sealed tube; Irradiation; | 93% |
With sodium hydride In N,N-dimethyl acetamide at 60℃; for 2h; Inert atmosphere; | 87% |
With water; sodium hydroxide In methanol at 60℃; for 2h; | 84% |
Conditions | Yield |
---|---|
With potassium fluoride; 4,4'-dimethyl-2,2'-bipyridines; trifluoroacetic acid; sodium iodide; nickel dichloride; zinc In N,N-dimethyl acetamide at 60℃; for 36h; | 93% |
5-bromo-1H-indole
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); tris(2-morpholinophenyl)phosphine; potassium carbonate In water; tert-butyl alcohol at 85℃; for 10h; Schlenk technique; Inert atmosphere; | 92% |
With tetrakis(triphenylphosphine) palladium(0); 1,8-diazabicyclo[5.4.0]undec-7-ene In water; tert-butyl alcohol at 85℃; for 8h; Inert atmosphere; | 85% |
With sodium carbonate In water; N,N-dimethyl-formamide at 120℃; for 24h; | 76% |
5-chloro-1H-indole
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; sodium carbonate; triethylamine In water; acetonitrile at 70℃; for 18h; | 91% |
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With tetraethylammonium perchlorate In N,N-dimethyl-formamide at 20℃; Electrolysis; | 90% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 20h; Heating; | 88% |
In 1-methyl-pyrrolidin-2-one for 3h; Inert atmosphere; Reflux; | 82% |
With 1-methyl-pyrrolidin-2-one at 155℃; for 6h; Inert atmosphere; | 80% |
In 1-methyl-pyrrolidin-2-one at 100 - 200℃; for 1h; Microwave irradiation; | |
In 1-methyl-pyrrolidin-2-one at 230℃; for 5h; |
Conditions | Yield |
---|---|
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine In acetonitrile at 200℃; for 1h; Microwave irradiation; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
Stage #1: 5-bromo-1H-indole; copper(I) cyanide In 1-methyl-pyrrolidin-2-one for 18h; Heating / reflux; Stage #2: With ammonia In 1-methyl-pyrrolidin-2-one; water | 82% |
In 1-methyl-pyrrolidin-2-one for 0.5h; Rosenmund-von Braun reaction; microwave irradiation; | 79% |
With 1-methyl-pyrrolidin-2-one for 4.5h; Heating; | 72.6% |
5-bromo-1H-indole
formamide
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; aluminum (III) chloride; nickel(II) acetylacetonate; zinc(II) oxide In 1,2-dimethoxyethane at 145℃; for 12h; | 79% |
Conditions | Yield |
---|---|
With copper(l) iodide; triphenylphosphine In N,N-dimethyl-formamide at 140℃; for 24h; Inert atmosphere; | 77% |
zinc(II) cyanide
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)nickel (0); 1,2-bis-(dicyclohexylphosphino)ethane In 1,4-dioxane at 110℃; for 15h; Inert atmosphere; | 76% |
Conditions | Yield |
---|---|
With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc In acetonitrile at 80℃; for 6.5h; Schlenk technique; Inert atmosphere; Sealed tube; | 72% |
With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc In acetonitrile at 80℃; for 6.5h; Inert atmosphere; Sealed tube; | 72% |
Conditions | Yield |
---|---|
With ISOPROPYLAMIDE; sodium carbonate at 110℃; for 15h; | 68% |
5-iodo-1H-indole
formamide
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; trichlorophosphate at 140℃; for 48h; Inert atmosphere; | 67% |
With copper(l) iodide; triphenylphosphine; trichlorophosphate at 140℃; for 24h; Inert atmosphere; | 66% |
Stage #1: 5-iodo-1H-indole; formamide With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 20℃; Inert atmosphere; Stage #2: With trichlorophosphate at 135 - 140℃; for 24h; Inert atmosphere; | 50 %Chromat. |
With zinc diacetate; nixantphos In 1-methyl-pyrrolidin-2-one at 140℃; for 24h; Inert atmosphere; | 86 %Chromat. |
5-aminomethylindole
A
1H-indole-5-carbonitrile
B
1H-indole-5-carboxaldehyde
Conditions | Yield |
---|---|
With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen In N,N-dimethyl-formamide at 120℃; under 760.051 Torr; for 2h; Sealed tube; | A 67% B 10% |
zinc(II) cyanide
1H-indol-5-yl methanesulfonate
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With dmap; nickel(II) bromide dimethoxyethane; 1,4-di(diphenylphosphino)-butane; zinc In acetonitrile at 80℃; for 12h; Sealed tube; Inert atmosphere; | 65% |
indoline-5-carbonitrile
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With tetrasodium cobalt(II) 4,4',4'',4'''-tetrasulphophthalocyanine In water; ethyl acetate at 20℃; for 36h; Irradiation; Green chemistry; | 65% |
With potassium tert-butylate In o-xylene at 140℃; for 36h; Inert atmosphere; | 10% |
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; hexakis(acetonitrile)nickel(II) tetrafluoroborate; 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclo-hexadiene at 80℃; for 24h; | 53% |
1H-indole-5-carbonitrile
5-aminomethylindole
Conditions | Yield |
---|---|
With ammonia; hydrogen; nickel In methanol; water | 100% |
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 150℃; for 3h; Inert atmosphere; Autoclave; | 98% |
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Inert atmosphere; Reflux; | 94% |
1H-indole-5-carbonitrile
4-bromoethylbutanoate
4-(5-cyano-1H-indol-1-yl)butanoic acid
Conditions | Yield |
---|---|
Stage #1: 1H-indole-5-carbonitrile; Ethyl 4-bromobutyrate With tetra(n-butyl)ammonium hydroxide; sodium hydroxide In dichloromethane at 20℃; for 6h; Stage #2: With hydrogenchloride In water | 100% |
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 110℃; for 24h; | 99% |
With potassium carbonate In N,N-dimethyl-formamide for 8h; Reflux; | 98% |
With copper(l) iodide; (1R,2R)-1,2-diaminocyclohexane; potassium carbonate In water at 80℃; for 18h; Buchwald N-arylation; | 91% |
With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water at 95℃; for 20h; Catalytic behavior; Solvent; Schlenk technique; Inert atmosphere; Sealed tube; | 78% |
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 24h; Ullmann-type N-arylation; | 56% |
1H-indole-5-carbonitrile
(1E,4E)-1-phenyl-1,4-hexadien-3-one
C21H18N2O
Conditions | Yield |
---|---|
Stage #1: 1H-indole-5-carbonitrile; (1E,4E)-1-phenyl-1,4-hexadien-3-one With 2,4-dinitrobenzenesulfonic acid In acetonitrile at 0℃; for 4.5h; Friedel-Crafts alkylation; Inert atmosphere; Stage #2: In methanol at -20 - 20℃; for 48h; Inert atmosphere; | 99% |
1-ethenyl-2-pyrrolidinone
1H-indole-5-carbonitrile
3-(1-(2-oxopyrrolidin-1-yl)ethyl)-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With iron(III) chloride In dichloromethane at 40℃; for 6h; regioselective reaction; | 99% |
With tris(p-bromophenyl)ammoniumyl hexachloroantimonate In chloroform at 20℃; for 0.5h; Friedel-Crafts Alkylation; Green chemistry; regiospecific reaction; | 66% |
With tris(p-bromophenylammoniumyl) hexachloroantimonate In chloroform at 20℃; for 0.5h; Friedel-Crafts Alkylation; Green chemistry; regioselective reaction; | 66% |
1H-indole-5-carbonitrile
methyl oct-1-en-3-yl carbonate
Conditions | Yield |
---|---|
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; C39H51N2O3P In acetonitrile at 100℃; for 36h; enantioselective reaction; | 99% |
1H-indole-5-carbonitrile
p-toluenesulfonyl chloride
5-Cyano-1-(p-toluenesulfonyl)indole
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide In toluene at 20℃; for 1h; | 98% |
With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 20℃; for 1h; | 98% |
With tetrabutylammomium bromide; sodium hydroxide In toluene at 20℃; for 1h; | 98.1% |
1H-indole-5-carbonitrile
benzaldehyde
3-(hydroxyphenylmethyl)indole-5-carbonitrile
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 96h; | 98% |
1H-indole-5-carbonitrile
1,1,1-trifluoroacetophenone
3-(2,2,2-trifluoro-1-hydroxy-1-phenylethyl)-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With N,N,N′,N′-tetramethyl-N″-tert-butylguanidine; water at 20℃; for 16h; Friedel-Crafts type alkylation; | 98% |
With TMG In dichloromethane at 20℃; |
1H-indole-5-carbonitrile
bromoacetic acid tert-butyl ester
tert-butyl (5-cyano-1H-indol-1-yl)acetate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 16h; Reflux; | 98% |
1H-indole-5-carbonitrile
2-nitrobenzyl chloride
Conditions | Yield |
---|---|
Stage #1: 1H-indole-5-carbonitrile With tetra(n-butyl)ammonium hydrogensulfate; sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.333333h; Inert atmosphere; Stage #2: 2-nitrobenzyl chloride In N,N-dimethyl-formamide at 0 - 20℃; for 2h; | 98% |
With dmap; triethylamine In dichloromethane at 20℃; Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: 1H-indole-5-carbonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 50℃; for 1h; Inert atmosphere; Stage #2: Isobutyl bromide In N,N-dimethyl-formamide; mineral oil at 20℃; | 98% |
1H-indole-5-carbonitrile
2-oxo-3,3′-biindoline-5,5′-dicarbonitrile
Conditions | Yield |
---|---|
With pyridine; bis-[(trifluoroacetoxy)iodo]benzene; bis(pinacol)diborane In toluene at 60℃; for 11h; Reagent/catalyst; | 97.9% |
With morpholine; copper(I) oxide; tert.-butylhydroperoxide; oxygen In chloroform at 20℃; under 760.051 Torr; for 18h; regioselective reaction; | 56% |
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; water; oxygen; silver nitrate; benzoic acid at 65℃; for 48h; | 37% |
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; benzoic acid In acetonitrile at 65℃; for 72h; | 15% |
1H-indole-5-carbonitrile
1-benzyl-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With sodium hydride; potassium iodide In mineral oil at 0 - 80℃; | 97.3% |
1H-indole-5-carbonitrile
N,N-dimethyl-formamide
3-formyl-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-formamide With trichlorophosphate for 0.0833333h; Inert atmosphere; Cooling with ice; Stage #2: 1H-indole-5-carbonitrile at 25℃; Inert atmosphere; Cooling with ice; Stage #3: With potassium hydroxide In water at 25℃; Reflux; | 97% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0℃; for 0.333333h; Vilsmeier formylation; Stage #2: 1H-indole-5-carbonitrile at 35℃; for 1h; | 94% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0 - 5℃; for 0.333333h; Stage #2: 1H-indole-5-carbonitrile at 0 - 30℃; for 3h; Stage #3: With sodium hydroxide In water pH=8 - 9; Reflux; | 92.19% |
1H-indole-5-carbonitrile
di-tert-butyl dicarbonate
1-(tert-butoxycarbonyl)-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; for 24h; | 97% |
With dmap In dichloromethane at 20℃; for 0.75h; | 96.7% |
Stage #1: 1H-indole-5-carbonitrile With dmap In tetrahydrofuran at 20℃; for 0.5h; Stage #2: di-tert-butyl dicarbonate for 2h; | 96% |
1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With sodium hydride; potassium iodide In mineral oil at 0 - 80℃; | 96.1% |
1H-indole-5-carbonitrile
benzenesulfonyl chloride
1-benzenesulfonyl-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 1H-indole-5-carbonitrile With tetrabutylammomium bromide; sodium hydroxide In water; toluene for 0.5h; Inert atmosphere; Stage #2: benzenesulfonyl chloride In water; toluene at 20℃; for 25h; Inert atmosphere; | 96% |
With tetrabutylammomium bromide; sodium hydroxide In water; toluene at 20℃; for 25h; Inert atmosphere; | 96% |
Stage #1: 1H-indole-5-carbonitrile With sodium hydride In tetrahydrofuran at 0℃; Stage #2: benzenesulfonyl chloride In tetrahydrofuran at 0 - 20℃; | 86% |
1H-indole-5-carbonitrile
ammonium thiocyanate
3-thiocyanato-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate In methanol at 25℃; for 0.25h; | 96% |
With Oxone In methanol at 20℃; | 95% |
With Selectfluor In acetonitrile at 20℃; for 0.166667h; | 92% |
With Selectfluor In acetonitrile at 20℃; for 2h; Inert atmosphere; | 60% |
1H-indole-5-carbonitrile
methyl 3,3,3-trifluoropyruvate
(R)-methyl 2-(5-cyano-1H-indol-3-yl)-3,3,3-trifluoro-2-hydroxypropanoate
Conditions | Yield |
---|---|
With (R)-3,3'-bis(1-naphthyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl posphate alenyl-2,2'-diol In toluene at -78℃; for 94h; Friedel-Crafts alkylation; optical yield given as %ee; enantioselective reaction; | 96% |
Stage #1: 1H-indole-5-carbonitrile With C78H78N12O6 In tetrahydrofuran at -20℃; for 0.5h; Inert atmosphere; Stage #2: methyl 3,3,3-trifluoropyruvate In tetrahydrofuran at -20℃; for 12h; Inert atmosphere; enantioselective reaction; | 81% |
1H-indole-5-carbonitrile
N'-hydroxy-1H-indole-5-carboximidamide
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; triethylamine In ethanol at 80℃; | 96% |
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water for 3h; Reflux; | 90% |
With ethanol; hydroxylamine hydrochloride; triethylamine at 0 - 80℃; | 82.3% |
1H-indole-5-carbonitrile
7-ethoxy-4,7-dioxoheptanoic acid chloride
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 72h; Inert atmosphere; | 96% |
1H-indole-5-carbonitrile
3-thiocyanato-1H-indole-5-carbonitrile
Conditions | Yield |
---|---|
In acetonitrile for 0.166667h; | 96% |
1H-indole-5-carbonitrile
S,S-dimethyl-S-(trifluoroacetoxy)sulfonium trifluoroacetate
(5-cyanoindol-3-yl)dimethylsulfonium perchlorate
Conditions | Yield |
---|---|
Stage #1: 1H-indole-5-carbonitrile; S,S-dimethyl-S-(trifluoroacetoxy)sulfonium trifluoroacetate In dichloromethane at -78 - 20℃; Inert atmosphere; Stage #2: With lithium perchlorate In dichloromethane; water at 20℃; Inert atmosphere; Cooling with ice; | 95.5% |
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