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Cas:626-55-1
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inquiryName 3-Bromopyridine Cas 626-55-1 Appearance: yellowish liquid Capacity: 200MT/year Application: chemical intermediate Assay: Min99% Standard: enterprise Brand: Finerchem Synonyms 3-Pyridyl bromide Molecular Formula C5H4Br
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inquiryProduct Name 3-Pyridyl bromide Synonyms 3-Pyridyl bromide;3-BROMOPYRIDINE CAS: 626-55-1 MF: C5H4BrN MW: 157.996 EINECS:
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inquirybis(3-pyridyl)mercury
3-Bromopyridine
Conditions | Yield |
---|---|
With bromine In nitrobenzene at 120℃; for 2h; | 99% |
Conditions | Yield |
---|---|
With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI) In N,N-dimethyl acetamide at 130℃; Microwave irradiation; Sealed tube; Green chemistry; chemoselective reaction; | 94% |
With sodium hypophosphite; palladium on activated charcoal In acetic acid at 60℃; for 0.5h; | 93% |
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dichloromethane at 31℃; for 16h; Sealed tube; Irradiation; | 44% |
Conditions | Yield |
---|---|
With N-octylquinolinium tribromide at 20℃; for 4h; | 91% |
With sulfuric acid; bromine at 0 - 130℃; for 8h; Time; | 75% |
With sulfuric acid; bromine at 0 - 130℃; for 8h; | 75% |
Conditions | Yield |
---|---|
With bromine In nitrobenzene at 120℃; for 2h; | 86.2% |
With bromine In nitrobenzene at 120 - 160℃; for 2h; | 86% |
Conditions | Yield |
---|---|
With bromine In cyclohexane at 0 - 5℃; for 1h; | A 86% B 10% |
With bromine In cyclohexane at 75℃; for 1h; | A 32% B 66% |
Conditions | Yield |
---|---|
With tert-Butyl thionitrate; copper(ll) bromide In acetonitrile at 25℃; for 6h; | 80% |
With copper(I) bromide; hydrogen bromide; sodium nitrite | 80% |
With copper(ll) bromide; isopentyl nitrite at 25℃; for 1h; Sandmeyer Reaction; Inert atmosphere; | 55% |
With hydrogen bromide; copper; sodium nitrite Diazotization; |
3-bromo-1-methylpyridinium iodide
3-Bromopyridine
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole at 200℃; for 0.25h; | 76% |
pyridine N-oxide
2-bromo-pyridine
A
3-Bromopyridine
B
2,2':6',2"-terpyridine 1'-oxide
Conditions | Yield |
---|---|
With potassium phosphate; tri-tert-butyl phosphine; palladium diacetate In toluene at 120℃; for 24h; Inert atmosphere; Glovebox; | A 50% B 26% |
3-bromopyridine N-oxide
N,N-Dimethylthiocarbamoyl chloride
A
3-Bromopyridine
Conditions | Yield |
---|---|
In acetonitrile at 81℃; for 4h; | A 41% B 5% |
2,3-dibromopyridine
4-chloro-2-trimethylsilylpyridine
A
3-Bromopyridine
B
4,4'-dichloro-2,2'-bipyridine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triphenylphosphine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; | A 40% B 35% |
2,5-dibromopyridine
pentan-3-one
A
3-Bromopyridine
B
2-(3-hydroxy-pentane-3-yl)-5-bromo-pyridine
C
2-bromo-5-(3-hydroxy-pentane-3-yl)pyridine
D
2,5-di(3-hydroxy-pentane-3-yl)pyridine
E
3-ethylheptan-3-ol
Conditions | Yield |
---|---|
With n-butyllithium In toluene at 5℃; for 0.1h; | A 5.3% B 34% C 6.5% D 3.8% E 10.5% |
2,5-dibromopyridine
pentan-3-one
A
3-Bromopyridine
B
2-(3-hydroxy-pentane-3-yl)-5-bromo-pyridine
C
5,5'-dibromo-2,2'-dipyridyl
D
2-bromo-5-(3-hydroxy-pentane-3-yl)pyridine
E
3-ethylheptan-3-ol
Conditions | Yield |
---|---|
With n-butyllithium In toluene at 0℃; for 0.0833333h; | A 7% B 33% C 2.3% D 3.9% E 10.1% |
mercury(II) nicotinate
3-Bromopyridine
Conditions | Yield |
---|---|
With bromine In nitrobenzene at 180 - 185℃; for 2h; | 27% |
With bromine In nitrobenzene at 180℃; for 2h; | 27% |
Conditions | Yield |
---|---|
With bromine; mercury(II) oxide In nitrobenzene at 165℃; for 2h; | 21% |
With bromine; mercury(II) oxide In nitrobenzene at 165℃; for 2h; | 21% |
With bromine; mercury(II) oxide In nitrobenzene at 165℃; for 2h; Product distribution; var. temp., var. amount of Br2; | 21% |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium bromide; potassium hydroxide In N,N-dimethyl acetamide at 80℃; for 15h; | A 17% B 17% |
3-Bromopyridine
Conditions | Yield |
---|---|
With bromine In nitrobenzene at 160℃; for 1h; | 8% |
Conditions | Yield |
---|---|
at 25℃; Product distribution; | A 1% B 5% |
Conditions | Yield |
---|---|
With bromine; aluminium trichloride at 100℃; for 5h; Product distribution; various ratios pyridine:bromine, various Lewis catalysts, various temperatures; | |
With bromine at 300℃; Leiten ueber Bimsstein oder ueber mit Kupfer(I)-bromid impraegnierten Bimsstein; | |
With bromine at 300℃; Leiten ueber mit Kupfer(I)-bromid oder Eisen(II)-bromid impraegnierten Bimsstein; | |
With bromine at 300℃; Leiten ueber Bimsstein; |
Conditions | Yield |
---|---|
With hydrogen at 400 - 500℃; leiten ueber einen Nickel-Silicagel-Katalysator; | |
With potassium hydroxide; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; Pd/C or Pd-APS In ethanol; benzene at 20℃; under 760 Torr; Kinetics; | |
With formic acid; Cyclohexanethiol; 10-phenyl-10H-phenothiazine; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; under 2625.26 Torr; for 0.00833333h; Irradiation; Flow reactor; | A 88 %Chromat. B 12 %Chromat. |
With formic acid; Cyclohexanethiol; 10-phenyl-10H-phenothiazine; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; under 2625.26 Torr; for 0.00833333h; Irradiation; Flow reactor; | A 7 %Chromat. B 79 %Chromat. |
Conditions | Yield |
---|---|
With sodium ethanolate |
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With bromine; acetic acid at 60 - 65℃; Abdestillieren des Eisessigs und Erhitzen des Rueckstandes auf 230-250grad; |
Conditions | Yield |
---|---|
With bromine | |
With bromine anschliessend Erhitzen bis auf 200grad; | |
With bromine; mercury dichloride at 215℃; |
dibromo-3,4 pyridine
pentan-3-one
A
3-Bromopyridine
B
3,5-dibromopyridine
C
4-bromopyridin
D
bromo-3 (ethyl-1 propanol-1)-5 pyridine
Conditions | Yield |
---|---|
With n-butyllithium 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 30 min; Yield given. Multistep reaction. Yields of byproduct given; |
dibromo-3,4 pyridine
A
3-Bromopyridine
B
3,5-dibromopyridine
C
4-bromopyridin
Conditions | Yield |
---|---|
With n-butyllithium; ethanol 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 15 min then -40 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given; |
dibromo-3,4 pyridine
A
3-Bromopyridine
B
4-bromopyridin
C
deuterio-4 dibromo-3,5 pyridine
Conditions | Yield |
---|---|
With n-butyllithium; ethanol 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 15 min then -40 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given; | |
With n-butyllithium; ethyl [2]alcohol 1.) THF, hexane -60 deg C, 15 min, 2.) -60 deg C, 15 min then -40 deg C, 15 min; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
In various solvent(s) at 19.9℃; Equilibrium constant; | |
In acetic acid at 25℃; Equilibrium constant; |
Conditions | Yield |
---|---|
With ethanol at 92℃; for 16h; Inert atmosphere; Reflux; | 100% |
In acetone at 20℃; for 144h; | 98% |
In acetonitrile for 24h; Reflux; | 97% |
3-Bromopyridine
mesitylenesulfonylhydroxylamine
1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate
Conditions | Yield |
---|---|
Stage #1: 3-Bromopyridine; mesitylenesulfonylhydroxylamine In acetonitrile at 30℃; for 0.0166667h; Flow reactor; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide at 30℃; for 0.0433333h; Flow reactor; | 100% |
In dichloromethane for 0.5h; Ambient temperature; | 88% |
In dichloromethane 1.) -5 deg C to RT, 2.) RT, 15 min; | 68% |
In dichloromethane at 0℃; for 1h; |
3-Bromopyridine
4-methoxyphenylboronic acid
3-(4-methoxyphenyl)pyridine
Conditions | Yield |
---|---|
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling; | 100% |
With potassium carbonate In isopropyl alcohol at 85 - 90℃; for 24h; Suzuki-Miyaura Coupling; | 99% |
With sodium phosphate; palladium on activated charcoal In isopropyl alcohol at 80℃; for 6h; Suzuki-Miyaura coupling reaction; | 98% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In xylene for 4h; Buchwald coupling; Heating; | 100% |
With dichlorobis(tri-O-tolylphosphine)palladium; potassium tert-butylate In diethylene glycol dimethyl ether at 170℃; for 48h; | 61% |
With dichlorobis(tri-O-tolylphosphine)palladium; sodium t-butanolate In various solvent(s) at 169℃; for 24h; | 32% |
3-Bromopyridine
(1S,3aS,7aR)-1-hydroxymethyl-3a-hydroxy-7a-methyl-5-perhydroindenone
(1S,3aS,5S,7aR)-1-hydroxymethyl-5-(3-pyridyl)-7a-methylperhydroinden-3a,5-diol
Conditions | Yield |
---|---|
Stage #1: 3-Bromopyridine With n-butyllithium In diethyl ether; hexane at -40℃; for 1.5h; Stage #2: (1S,3aS,7aR)-1-hydroxymethyl-3a-hydroxy-7a-methyl-5-perhydroindenone In tetrahydrofuran; diethyl ether; hexane at -78℃; for 1.5h; Further stages.; | 100% |
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene In 1,2-dimethoxyethane; n-heptane at 85℃; for 1h; | 100% |
3-Bromopyridine
(4-methoxyphenyl)manganese(II) chloride
3-(4-methoxyphenyl)pyridine
Conditions | Yield |
---|---|
Stage #1: (4-methoxyphenyl)manganese(II) chloride With 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene monohydrochloride; bis(acetylacetonate)nickel(II) In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 3-Bromopyridine In tetrahydrofuran at 0 - 25℃; for 1h; | 100% |
3-Bromopyridine
3-methoxyphenylboronic acid
3-(3-methoxyphenyl)pyridine
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 80℃; for 36h; Suzuki-Miyaura Coupling; Inert atmosphere; | 100% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water for 4h; Heating / reflux; | 99% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water at 80℃; for 8h; | 65% |
3-Bromopyridine
7-Azaindole
1-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine
Conditions | Yield |
---|---|
With potassium phosphate; trans-1,2-Diaminocyclohexane; copper(l) iodide In 1,4-dioxane at 110℃; for 95h; | 100% |
3-Bromopyridine
4-ethynylthioanisole
1-(4-(methylthio)phenyl)-2-(3-pyridyl)acetylene
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 90℃; Sonogashira cross-coupling; | 100% |
3-Bromopyridine
di-μ-chloro-dichloro-bis[η5-(perfluorobutyl)tetramethylcyclopentadienyl]-dirhodium(III)
dichloro-(perfluorohexyl)tetramethylcyclopentadienyl-(3-bromopyridine)-rhodium(III)
Conditions | Yield |
---|---|
In chloroform (Ar); bromopyridine was added to soln. of Rh complex in CHCl3; mixt. wasstirred for 2 h at room temp.; evapd.; dried (vac.); | 100% |
3-Bromopyridine
4-Chlorophenylboronic acid
4-(3'-pyridinyl)-1-chlorobenzene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 75℃; for 24h; Inert atmosphere; Reflux; | 100% |
With potassium carbonate In isopropyl alcohol at 85 - 90℃; for 24h; Suzuki-Miyaura Coupling; | 94% |
With potassium phosphate tribasic heptahydrate; C18H24N3O2Pd In ethanol; water at 60℃; for 4h; Suzuki-Miyaura Coupling; | 88% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Suzuki-Miyaura coupling; Inert atmosphere; Reflux; | 86% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene |
Conditions | Yield |
---|---|
Stage #1: 3-Bromopyridine With n-butyllithium In diethyl ether; hexane at -78 - -60℃; for 0.5h; Stage #2: 4-bromo-2-fluorobenzaldehyde In tetrahydrofuran; diethyl ether; hexane at -78 - -40℃; for 1h; | 100% |
3-Bromopyridine
3-(methanesulfonyl)phenylboronic acid
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate; N,N-dimethyl-formamide In water; tert-butyl alcohol at 20 - 88℃; for 12h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With tri-tert-butyl phosphine; palladium diacetate; potassium carbonate; silver(l) oxide In toluene at 100℃; for 8h; Reagent/catalyst; Inert atmosphere; | 100% |
3-Bromopyridine
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; potassium phenolate In 1,4-dioxane at 100℃; for 6h; Sealed tube; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: 3-Bromopyridine With iodine; zinc In N,N-dimethyl acetamide at 70℃; Inert atmosphere; Stage #2: 1-bromocyclohexane With tris-(dibenzylideneacetone)dipalladium(0); zinc; ruphos In N,N-dimethyl acetamide at 70℃; | 100% |
With (1,2-dimethoxyethane)dichloronickel(II); pyridine-2,6-bis(carboximidamide) dihydrochloride; trifluoroacetic acid; sodium iodide; zinc at 60℃; for 21h; Inert atmosphere; | 64% |
Conditions | Yield |
---|---|
In neat (no solvent) at 25℃; for 0.05h; Sonication; | 100% |
Conditions | Yield |
---|---|
In neat (no solvent) at 25℃; for 0.05h; Sonication; | 100% |
3-Bromopyridine
4-carboxyphenylboronic acid
Conditions | Yield |
---|---|
Stage #1: 3-Bromopyridine; 4-carboxyphenylboronic acid With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 150℃; under 9000.9 Torr; for 0.333333h; Inert atmosphere; Microwave irradiation; Stage #2: With hydrogenchloride In water; acetonitrile pH=1; Inert atmosphere; | 100% |
3-Bromopyridine
[bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I)
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
With 2H(1+)*Cl4Pd(2-)*2H3N; poly[N-isopropylacrylamide-co-diphenyl(4'-styryl)phosphine]; sodium carbonate In water at 100℃; for 9h; Suzuki-Miyaura reaction; | 99% |
With sodium carbonate; PdCl2-cross-linked poly((4-styryl)PPh2-co-iPrNHC(O)CH=CH2) In water at 100℃; for 9h; Suzuki-Miyaura reaction; | 99% |
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 1h; Suzuki coupling; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With (6-Dipp)PdCl2-SPhos; sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Buchwald-Hartwig Coupling; | 99% |
With potassium tert-butylate; ClPd[N,N-(2,6-iPr2C6H3)2-4,5-dihydroimidazol-2-yl](cinnamyl) In 1,2-dimethoxyethane at 20℃; for 0.0833333h; Buchwald-Hartwig cross-coupling reaction; | 90% |
With (1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene) (3-chloropyridyl) palladium(II) dichloride; caesium carbonate In 1,2-dimethoxyethane at 80℃; Buchwald-Hartwig amination; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In dichloromethane at 50℃; for 15h; Sonogashira Cross-Coupling; Inert atmosphere; | 99% |
With copper(l) iodide; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane In N,N-dimethyl-formamide at 100℃; for 20h; | 80% |
With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium on activated charcoal In N,N-dimethyl acetamide; water at 80℃; for 24h; Sonogashira coupling; | 77% |
Conditions | Yield |
---|---|
Stage #1: 3-Bromopyridine With palladium diacetate; heptakis(6-amino-6-deoxy)-β-cyclodextrin In water; N,N-dimethyl-formamide for 0.5h; Stage #2: styrene With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 11h; | 99% |
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.5h; | 98% |
With 3-(dimethylamino)propanoic acid hydrochloride; potassium carbonate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 130℃; for 10h; Heck reaction; | 98% |
Conditions | Yield |
---|---|
With potassium phosphate tribasic heptahydrate; palladium diacetate In ethylene glycol at 80℃; for 0.25h; Suzuki coupling; | 99% |
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 1h; Suzuki coupling; Inert atmosphere; | 99% |
With tetrabutylammomium bromide; potassium carbonate In water at 80℃; for 8h; Suzuki-Miyaura coupling; | 99% |
Conditions | Yield |
---|---|
With copper(I) oxide; potassium phosphate; N1,N2-bis(furan-2-ylmethyl)oxalamide In dimethyl sulfoxide at 120℃; for 36h; | 99% |
With potassium phosphate; copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane In toluene at 110℃; for 24h; | 91% |
With copper(l) iodide; 1,10-Phenanthroline; potassium fluoride on basic alumina In toluene at 110℃; for 7h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With Ph2P(CH2CH2O)22CH3; triethylamine; palladium dichloride In water at 100℃; for 2h; Suzuki coupling; Inert atmosphere; | 99% |
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); Tedicyp In xylene at 130℃; for 90h; Suzuki cross-coupling; | 96% |
With Tedicyp; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)) In xylene at 130℃; for 90h; Suzuki cross-coupling reaction; | 96% |
3-Bromopyridine
acrylic acid n-butyl ester
(E)-3-(3-pyridinyl)acrylic acid butyl ester
Conditions | Yield |
---|---|
With 2-n-butyl-1,1,1,3,3-tetramethylguanidine acetate; palladium dichloride at 140℃; for 0.5h; | 99% |
With 3-(dimethylamino)propanoic acid hydrochloride; potassium carbonate; palladium diacetate In 1-methyl-pyrrolidin-2-one at 130℃; for 10h; Heck reaction; | 99% |
With tetramethylquanidine; sodium acetate; palladium dichloride In N,N-dimethyl acetamide at 140℃; for 20h; Heck reaction; | 98% |
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