Product Name

  • Name

    5-Bromo-2-pyridinecarbonitrile

  • EINECS -0
  • CAS No. 97483-77-7
  • Article Data32
  • CAS DataBase
  • Density 1.72 g/cm3
  • Solubility
  • Melting Point 128-132 °C(lit.)
  • Formula C6H3BrN2
  • Boiling Point 260.3 °C at 760 mmHg
  • Molecular Weight 183.007
  • Flash Point 111.2 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance light yellow cryst
  • Safety 26-36/37/39-36/37-9
  • Risk Codes 22-37/38-41-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 97483-77-7 (5-Bromo-2-pyridinecarbonitrile)
  • Hazard Symbols HarmfulXn,ToxicT,IrritantXi
  • Synonyms 2-Cyano-5-Bromopyridin;2-Cyano-5-Bromo pyridine;5-Bromo-2-cyanopyridine 97483-77-7;LDP05:5-Bromo-2-Cyanopyridine;5-bromopicolinonitrile;5-bromopyridine-2-carbonitrile;5-Bromo-2-cyanopyridine;
  • PSA 36.68000
  • LogP 1.71578

Synthetic route

5-bromo-pyridine-2-carbaldehyde
31181-90-5

5-bromo-pyridine-2-carbaldehyde

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
With ammonium hydroxide; iodine In tetrahydrofuran at 20℃; for 4h;100%
With ammonia; iodine In tetrahydrofuran; water at 20℃; for 0.25h;85%
3-bromopyridine N-oxide
2402-97-3

3-bromopyridine N-oxide

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

A

3-bromopyridine-2-carbonitrile
55758-02-6

3-bromopyridine-2-carbonitrile

B

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
With triethylamine In acetonitrile for 4h; Heating;A 86%
B 9%
With triethylamine In acetonitrile for 4h; Product distribution / selectivity; Reflux;
With triethylamine In acetonitrile for 4h; Heating / reflux;
...Expand
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

sodium cyanide
773837-37-9

sodium cyanide

copper(l) cyanide

copper(l) cyanide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
In sulfolane at 160℃; for 6h; Temperature; Solvent;83%
In N,N-dimethyl-formamide at 150℃; for 7h;70%
...Expand
P-toluenesulfonyl cyanide
19158-51-1

P-toluenesulfonyl cyanide

2-iodo-5-bromopyridine
223463-13-6

2-iodo-5-bromopyridine

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran; dichloromethane at 0℃; for 0.75h;
Stage #2: P-toluenesulfonyl cyanide In tetrahydrofuran; dichloromethane at 20℃; for 2h;		82%
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

copper(I) cyanide
544-92-3

copper(I) cyanide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110 - 120℃; for 12h;74%
With sodium cyanide In N,N-dimethyl-formamide for 3h; Heating;65%
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;28%
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;28%
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

sodium cyanide
143-33-9

sodium cyanide

copper(I) cyanide
544-92-3

copper(I) cyanide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
In DMF (N,N-dimethyl-formamide) at 20 - 150℃; for 7h;70%
...Expand
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

copper(l) cyanide

copper(l) cyanide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
With sodium cyanide In N,N-dimethyl-formamide at 150℃; for 7h; Inert atmosphere;70%
3-Bromopyridine
626-55-1

3-Bromopyridine

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

A

3-bromopyridine-2-carbonitrile
55758-02-6

3-bromopyridine-2-carbonitrile

B

3-bromo-4-cyanopyridine
13958-98-0

3-bromo-4-cyanopyridine

C

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
Stage #1: 3-Bromopyridine With trifluoromethylsulfonic anhydride In chloroform at 20℃; for 1h; Inert atmosphere; Sealed tube;
Stage #2: trimethylsilyl cyanide In chloroform at 60℃; for 3h; Inert atmosphere; Sealed tube;
Stage #3: With 4-methyl-morpholine In chloroform at 60℃; for 17h; Inert atmosphere; Sealed tube; Overall yield = 79 %;		A 13%
B 55%
C 11%
...Expand
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

sodium cyanide
773837-37-9

sodium cyanide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
With copper(l) cyanide In N,N-dimethyl-formamide at 150℃; for 5h;53%
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

sodium cyanide
773837-37-9

sodium cyanide

copper(I) cyanide
544-92-3

copper(I) cyanide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 150℃; for 5h;53%
...Expand
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

copper(I) cyanide

copper(I) cyanide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;28%
In 1-methyl-pyrrolidin-2-one at 110℃; for 20h;28%
5-bromo-pyridine-2-carboxylic acid tert-butylamide

5-bromo-pyridine-2-carboxylic acid tert-butylamide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
With trichlorophosphate In toluene at 110℃; for 5h;
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

Pd(dppf)Cl2.CH2Cl2

Pd(dppf)Cl2.CH2Cl2

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
With zinc In ethyl acetate; N,N-dimethyl-formamide
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 85 percent / NaI; AcCl / acetonitrile / 3 h / Heating
2.1: iPrMgCl / CH2Cl2; tetrahydrofuran / 0.75 h / 0 °C
2.2: 82 percent / CH2Cl2; tetrahydrofuran / 2 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / toluene / 2 h / -78 °C
1.2: toluene / 1 h / -78 °C
2.1: POCl3 / toluene / 5 h / 110 °C
View Scheme
In N-methyl-acetamide
With zinc(II) cyanide; zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In DMF (N,N-dimethyl-formamide) for 5h; Heating / reflux;
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

dicyanozinc
557-21-1

dicyanozinc

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
With zinc; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In dichloromethane; N,N-dimethyl-formamide for 5h; Heating / reflux;
tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 135℃; for 0.25h; microwave irradiation;
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: thionyl chloride / 3 h / Reflux
1.2: 20 °C / Cooling with ice
2.1: trichlorophosphate / toluene / 2 h / Reflux
2.2: pH 12 / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: thionyl chloride / 3 h / Reflux
1.2: Cooling with ice
2.1: trichlorophosphate / toluene / 2 h / Reflux
View Scheme
5-bromo-2-pyridinecarboxamide
90145-48-5

5-bromo-2-pyridinecarboxamide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

Conditions
ConditionsYield
Stage #1: 5-bromo-2-pyridinecarboxamide With trichlorophosphate In toluene for 2h; Reflux;
Stage #2: With sodium hydroxide pH=12; Cooling with ice;
With trichlorophosphate In toluene for 2h; Reflux;43.6 g
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

2-cyano-5-iodopyridine
41960-47-8

2-cyano-5-iodopyridine

Conditions
ConditionsYield
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine at 110℃; for 24h; Finkelstein reaction; Inert atmosphere;100%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

ethanethiol
75-08-1

ethanethiol

5-(ethylsulfanyl)pyridine-2-carbonitrile

5-(ethylsulfanyl)pyridine-2-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20 - 50℃;100%
With 1-methyl-pyrrolidin-2-one; potassium carbonate at 50℃; for 0.5h;100%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20 - 50℃;100%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

5-(methylsulfanyl)pyridine-2-carbonitrile
848141-12-8

5-(methylsulfanyl)pyridine-2-carbonitrile

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one99%
With potassium carbonate In 1-methyl-pyrrolidin-2-one99%
With sodium t-butanolate In water; acetonitrile at 0 - 20℃; for 16h;
tert-butyl 2-[(R)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate
1414782-20-9

tert-butyl 2-[(R)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

tert-butyl 2-[(R)-5-(6-cyanopyridin-3-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate
1334785-12-4

tert-butyl 2-[(R)-5-(6-cyanopyridin-3-yl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water Suzuki Coupling; Inert atmosphere; Heating;99%
methanol
67-56-1

methanol

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-bromopyridine-2-methylimidate hydrobromide

5-bromopyridine-2-methylimidate hydrobromide

Conditions
ConditionsYield
With hydrogen bromide at 0 - 25℃; for 16h;99%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

butan-1-ol
71-36-3

butan-1-ol

5-bromopyridine-2-butylimidate hydrochloride

5-bromopyridine-2-butylimidate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at -20 - 0℃; for 16h;99%
ethanol
64-17-5

ethanol

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-bromopyridine-2-ethylimidate hydrochloride

5-bromopyridine-2-ethylimidate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at -5 - 5℃; for 16h;99%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-bromo-N-hydroxypyridine-2-carboxamidine
380380-62-1

5-bromo-N-hydroxypyridine-2-carboxamidine

Conditions
ConditionsYield
With hydroxylamine hydrochloride; potassium tert-butylate In dimethyl sulfoxide at 20℃;98%
With sodium hydroxide; hydroxylamine hydrochloride In ethanol; water at 60 - 65℃; for 16h;64%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

6-chloropyridin-3-ylboronic acid
444120-91-6

6-chloropyridin-3-ylboronic acid

5-(2'-chloropyridin-5'-yl)-2-pyridinecarbonitrile
951658-09-6

5-(2'-chloropyridin-5'-yl)-2-pyridinecarbonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; toluene at 80℃; Suzuki coupling; Inert atmosphere;98%
3-(cyclopropylmethoxy)phenol

3-(cyclopropylmethoxy)phenol

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-(3-(cyclopropylmethoxy)phenoxy)pyridine-2-carbonitrile

5-(3-(cyclopropylmethoxy)phenoxy)pyridine-2-carbonitrile

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 100℃;98%
With caesium carbonate In N,N-dimethyl-formamide at 100℃;19 g
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

4-(2-Cyano-5-pyridyl)anisole
135943-40-7

4-(2-Cyano-5-pyridyl)anisole

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium acetate In tetrahydrofuran; water at 80℃; for 18h; Inert atmosphere;98%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

5-[(trimethylsilyl)ethynyl]pyridine-2-carbonitrile
1214278-88-2

5-[(trimethylsilyl)ethynyl]pyridine-2-carbonitrile

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In tetrahydrofuran at 50℃; for 5h; Inert atmosphere;96%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 20℃; for 24h; Sonogashira coupling; Inert atmosphere;86%
3-(5-(trifluoromethyl)pyridin-2-yl)-1,2,4-oxadiazol-5-amine

3-(5-(trifluoromethyl)pyridin-2-yl)-1,2,4-oxadiazol-5-amine

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-((3-(5-(trifluoromethyl)pyridin-2-yl)-1,2,4-oxadiazol-5-yl)amino)picolinonitrile

5-((3-(5-(trifluoromethyl)pyridin-2-yl)-1,2,4-oxadiazol-5-yl)amino)picolinonitrile

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 95℃; for 16h; Buchwald-Hartwig Coupling;96%
diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
1149-23-1

diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

C16H11NO5S

C16H11NO5S

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

A

2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester
1149-24-2

2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester

B

C13H10N2OS

C13H10N2OS

Conditions
ConditionsYield
With 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide In N,N-dimethyl acetamide at 20℃; for 24h; Mechanism; Irradiation; Inert atmosphere;A 96%
B 72%
...Expand
1-(4-Nitrophenyl)piperazine
6269-89-2

1-(4-Nitrophenyl)piperazine

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-(4-(4-nitrophenyl)piperazin-1-yl)picolinonitrile

5-(4-(4-nitrophenyl)piperazin-1-yl)picolinonitrile

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; ruphos In 1,4-dioxane at 90℃; for 4h; Sealed tube;94%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

2-(2-amino-1-oxime)-5-bromopyridine
380380-62-1

2-(2-amino-1-oxime)-5-bromopyridine

Conditions
ConditionsYield
With hydroxylamine; sodium hydrogencarbonate In ethanol for 2h; Heating;93%
(2R)-methylpiperazine
75336-86-6

(2R)-methylpiperazine

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

1-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile
946399-86-6

1-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile

Conditions
ConditionsYield
With modified hectorite-loaded ionic liquid In dimethyl sulfoxide at 100 - 110℃; for 8h; Inert atmosphere;93%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 0.583333h; Microwave irradiation;39.1%
With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 110℃; for 0.583333h; Microwave irradiation;39.1%
potassium (2,2-dimethyl-1-(pivaloyloxy)propyl)trifluoroborate

potassium (2,2-dimethyl-1-(pivaloyloxy)propyl)trifluoroborate

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

1-(6-cyanopyridin-3-yl)-2,2-dimethylpropyl pivalate

1-(6-cyanopyridin-3-yl)-2,2-dimethylpropyl pivalate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); dipotassium hydrogenphosphate; Ir(dF(CF3)ppy)2(bpy)PF6; 4,4'-di-tert-butyl-2,2'-bipyridine In 1,4-dioxane at 24℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;93%
[4-(9,9-dimethyl-9,10-dihydroacridin-10-yl)phenyl]boronic acid

[4-(9,9-dimethyl-9,10-dihydroacridin-10-yl)phenyl]boronic acid

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

C26H20N4

C26H20N4

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; CyJohnPhos In toluene at 100℃; for 24h; Inert atmosphere;93%
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-(2,2,2-trifluoroethoxy)picolinonitrile

5-(2,2,2-trifluoroethoxy)picolinonitrile

Conditions
ConditionsYield
With C43H59NO2PPd(1+)*CH3O3S(1-); caesium carbonate In toluene at 80℃; Schlenk technique; Inert atmosphere;93%
1,4-Phenyldiboronic acid
4612-26-4

1,4-Phenyldiboronic acid

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

1,4-bis-(2'-cyanopyridin-5'-yl)phenylene
951657-74-2

1,4-bis-(2'-cyanopyridin-5'-yl)phenylene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In methanol; water; toluene at 80℃; Suzuki coupling; Inert atmosphere;92%
(R)‐3‐(3‐fluoro‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)‐5‐(hydroxymethyl)‐oxazolidin‐2‐one
504438-22-6

(R)‐3‐(3‐fluoro‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)phenyl)‐5‐(hydroxymethyl)‐oxazolidin‐2‐one

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

(R)-5-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)picolinonitrile

(R)-5-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)picolinonitrile

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; ethanol; water at 90 - 95℃; for 3h; Inert atmosphere;92%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-bromo-2-(2H-tetrazol-5-yl)pyridine
380380-60-9

5-bromo-2-(2H-tetrazol-5-yl)pyridine

Conditions
ConditionsYield
With pyridine; sodium azide; zinc(II) chloride at 40 - 120℃; for 2h;91.8%
With sodium azide; ammonium chloride In N,N-dimethyl-formamide at 120℃; for 1h;84%
With sodium azide; ammonium chloride In DMF (N,N-dimethyl-formamide) at 120℃; for 1h;
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

1-(5-bromopyridin-2-yl)ethanamine
871723-90-9

1-(5-bromopyridin-2-yl)ethanamine

Conditions
ConditionsYield
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at 0 - 20℃; for 0.5h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol for 10h;		91%
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - 0℃; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; methanol at 20℃; for 10h;
Stage #3: With sodium hydroxide In tetrahydrofuran; methanol; water		59%
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - 20℃; for 0.5h;
Stage #2: With methanol; sodium tetrahydroborate In tetrahydrofuran at 20℃; for 15h;
Stage #1: methylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran at -20 - 20℃; for 1h; Inert atmosphere;
Stage #2: With methanol; sodium tetrahydroborate In tetrahydrofuran for 1h;
benzenesulfinic acid sodium dihydrate
25932-11-0

benzenesulfinic acid sodium dihydrate

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-(benzenesulfonyl)pyridin-2-carbonitrile
1424246-19-4

5-(benzenesulfonyl)pyridin-2-carbonitrile

Conditions
ConditionsYield
In dimethyl sulfoxide at 120℃; for 4h;91%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
101469-92-5

(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl (S)-3-((6-cyanopyridin-3-yl)oxy)pyrrolidine-1-carboxylate

tert-butyl (S)-3-((6-cyanopyridin-3-yl)oxy)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: (S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium hydride In N,N-dimethyl-formamide at 0 - 25℃; for 0.5h; Inert atmosphere;
Stage #2: 2-Cyano-5-bromopyridine In N,N-dimethyl-formamide at 0 - 25℃; for 2h; Inert atmosphere;		91%
piperidine
110-89-4

piperidine

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

2-cyano-5-(1-piperidinyl)pyridine
1241911-25-0

2-cyano-5-(1-piperidinyl)pyridine

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1,2-dimethoxyethane at 80℃; for 24h; Inert atmosphere;90%
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In 1,2-dimethoxyethane at 80℃; sealed tube; Inert atmosphere;63%
Stage #1: 2-Cyano-5-bromopyridine With XPhos; tris-(dibenzylideneacetone)dipalladium(0) In 1,2-dimethoxyethane for 0.166667h; Inert atmosphere;
Stage #2: piperidine With potassium phosphate In 1,2-dimethoxyethane at 80℃; Inert atmosphere;		63%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

potassium benzyltrifluoroborate

potassium benzyltrifluoroborate

5-benzyl-2-cyanopyridine

5-benzyl-2-cyanopyridine

Conditions
ConditionsYield
With 2,6-dimethylpyridine; bis(1,5-cyclooctadiene)nickel (0); Ir(dF(CF3)ppy)2(bpy)PF6; 4,4'-di-tert-butyl-2,2'-bipyridine In methanol; acetone at 20℃; for 24h; Irradiation;90%
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

1-(5-bromopyridin-2-yl)propan-1-one

1-(5-bromopyridin-2-yl)propan-1-one

Conditions
ConditionsYield
Stage #1: ethylmagnesium bromide; 2-Cyano-5-bromopyridine In tetrahydrofuran; diethyl ether at -20 - 20℃; for 2h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; diethyl ether		90%
In tetrahydrofuran; diethyl ether at -20 - 20℃; for 2h;85%
Stage #1: ethylmagnesium bromide; 2-Cyano-5-bromopyridine In diethyl ether at -15 - 20℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether; water at 20℃; for 0.25h; Inert atmosphere;		78%

5-Bromo-2-pyridinecarbonitrile Chemical Properties

Molecular Formula: C6H3BrN2
Molecular Weight: 183.01 g/mol
Index of Refraction: 1.611
Density: 1.72 g/cm3
Flash Point: 111.2 °C
Enthalpy of Vaporization: 49.79 kJ/mol
Boiling Point: 260.3 °C at 760 mmHg
Vapour Pressure: 0.0124 mmHg at 25 °C
Melting point: 128-132 °C(lit.)
Appearance: Light yellow cryst
Structure of 5-Bromo-2-pyridinecarbonitrile (CAS NO.97483-77-7):
                      
IUPAC Name: 5-Bromopyridine-2-carbonitrile
Product Category of 5-Bromo-2-pyridinecarbonitrile (CAS NO.97483-77-7): Bromides;Carboxes;Pyridine Series;Boron, Nitrile, Thio,& TM-Cpds;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Cyano;Organohalides;Heterocyclic Compounds;Heterocyclic Building Blocks

5-Bromo-2-pyridinecarbonitrile Uses

 5-Bromo-2-pyridinecarbonitrile (CAS NO.97483-77-7) has been used for organic synthesis intermediate.

5-Bromo-2-pyridinecarbonitrile Safety Profile

Hazard Symbols:   Xn   
Risk Statements:
22:  Harmful if swallowed 
41:  Risk of serious damage to eyes 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
37/38:  Irritating to respiratory system and skin 
Safety Statements information:
9:  Keep container in a well-ventilated place 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36/37:  Wear suitable protective clothing and gloves 
36/37/39:  Wear suitable protective clothing, gloves and 

5-Bromo-2-pyridinecarbonitrile Specification

 5-Bromo-2-pyridinecarbonitrile , its cas register number is 97483-77-7. It also can be called 5-Bromo-2-Cyanopyridine ; 5-bromopyridine-2-carbonitrile ; and 2-Pyridinecarbonitrile, 5-bromo- .

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