Product Name

  • Name

    5-Bromopyridine-2-carboxylic acid

  • EINECS -0
  • CAS No. 30766-11-1
  • Article Data31
  • CAS DataBase
  • Density 1.813 g/cm3
  • Solubility
  • Melting Point 173-175 °C
  • Formula C6H4BrNO2
  • Boiling Point 319.5 °C at 760 mmHg
  • Molecular Weight 202.007
  • Flash Point 147 °C
  • Transport Information
  • Appearance white cryst.
  • Safety 24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 30766-11-1 (5-Bromopyridine-2-carboxylic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Picolinic acid, 5-bromo- (6CI,8CI);5-Bromo-2-picolinicacid;5-Bromo-2-pyridinecarboxylic acid;5-Bromopicolinic acid;
  • PSA 50.19000
  • LogP 1.54230

Synthetic route

tert-butyl 5-bromopyridine-2-carboxylate
845306-08-3

tert-butyl 5-bromopyridine-2-carboxylate

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
In hexafluoropropan-2-ol at 100℃; for 3h; Microwave irradiation;95%
methyl 5-bromopicolinate
29682-15-3

methyl 5-bromopicolinate

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 15h;90%
With lithium hydroxide monohydrate In tetrahydrofuran; water at 20℃;
With sodium hydroxide In water at 20℃; for 12h;
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

carbon dioxide
124-38-9

carbon dioxide

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
With n-butyllithium In hexane; toluene at -75℃; for 2h;64%
Stage #1: 2,5-dibromopyridine With n-butyllithium In toluene at -78℃; for 2h;
Stage #2: carbon dioxide In toluene at -78℃; for 1h;
Stage #3: With hydrogenchloride In water; toluene
47%
Stage #1: 2,5-dibromopyridine With n-butyllithium In toluene at -78℃; for 2h;
Stage #2: carbon dioxide In toluene at -78℃; for 1h;
47%
2-Cyano-5-bromopyridine
97483-77-7

2-Cyano-5-bromopyridine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
With hydrogenchloride In water Reflux;64%
With hydrogenchloride for 24h; Heating;
Stage #1: 2-Cyano-5-bromopyridine With potassium hydroxide; ethanol; water at 80℃; for 24h;
Stage #2: With hydrogenchloride; water pH=4;
5-bromo-2-methylpyridine
3430-13-5

5-bromo-2-methylpyridine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
With potassium permanganate In water at 80℃;39%
With potassium permanganate
With potassium permanganate; water at 100℃; for 6h;
With potassium permanganate Heating;
5-amino-pyridine-2-carboxylic acid
24242-20-4

5-amino-pyridine-2-carboxylic acid

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
With hydrogen sulfide; hydrogen bromide; urea; copper(I) bromide; sodium nitrite 1) H2O, 0 deg C, 5 min; 0 deg C, 10 min; 2) 0 deg C, 10 min; reflux; Yield given. Multistep reaction;
5-nitro-pyridin-2-ylamine
4214-76-0

5-nitro-pyridin-2-ylamine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) 48 percent HBr, Br2; 2.) NaNO2 / 1) 30-40 deg C; 2) -5 deg C, H2O; 10-15 Deg C, 90 min.; 3) 40 deg C. 15 min
2: dimethylsulfoxide / 0.08 h / 180 °C
3: 54 percent / HCl / 1.5 h / Heating
4: 70 percent / H2S, 25 percent NH3
5: 1) 24 percent HBr, NaNO2, urea; 2) CuBr, 48 percent HBr, H2S / 1) H2O, 0 deg C, 5 min; 0 deg C, 10 min; 2) 0 deg C, 10 min; reflux
View Scheme
2-bromo-5-nitropyridine
4487-59-6

2-bromo-5-nitropyridine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dimethylsulfoxide / 0.08 h / 180 °C
2: 54 percent / HCl / 1.5 h / Heating
3: 70 percent / H2S, 25 percent NH3
4: 1) 24 percent HBr, NaNO2, urea; 2) CuBr, 48 percent HBr, H2S / 1) H2O, 0 deg C, 5 min; 0 deg C, 10 min; 2) 0 deg C, 10 min; reflux
View Scheme
5-nitropyridine-2-carbonitrile
100367-55-3

5-nitropyridine-2-carbonitrile

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 54 percent / HCl / 1.5 h / Heating
2: 70 percent / H2S, 25 percent NH3
3: 1) 24 percent HBr, NaNO2, urea; 2) CuBr, 48 percent HBr, H2S / 1) H2O, 0 deg C, 5 min; 0 deg C, 10 min; 2) 0 deg C, 10 min; reflux
View Scheme
5-nitropicolinic acid
30651-24-2

5-nitropicolinic acid

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / H2S, 25 percent NH3
2: 1) 24 percent HBr, NaNO2, urea; 2) CuBr, 48 percent HBr, H2S / 1) H2O, 0 deg C, 5 min; 0 deg C, 10 min; 2) 0 deg C, 10 min; reflux
View Scheme
5-Amino-2-methylpyridine
80287-53-2, 3430-14-6

5-Amino-2-methylpyridine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
2: aqueous KMnO4
View Scheme
6-methylnicotinamide
6960-22-1

6-methylnicotinamide

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaOCl; aqueous KOH
2: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
3: aqueous KMnO4
View Scheme
ethyl 6-methylnicotinate
21684-59-3

ethyl 6-methylnicotinate

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aqueous NH3
2: NaOCl; aqueous KOH
3: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
4: aqueous KMnO4
View Scheme
Multi-step reaction with 6 steps
1: N2H4+H2O
2: KNO2; aqueous HCl
4: aqueous KOH
5: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
6: aqueous KMnO4
View Scheme
6-methylpyridine-3-carbohydrazide
197079-25-7

6-methylpyridine-3-carbohydrazide

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: KNO2; aqueous HCl
3: aqueous KOH
4: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
5: aqueous KMnO4
View Scheme
6-methyl-nicotinoyl azide
64038-04-6

6-methyl-nicotinoyl azide

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
2: aqueous KOH
3: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
4: aqueous KMnO4
View Scheme
(6-methyl-[3]pyridyl)-carbamic acid ethyl ester
247077-42-5

(6-methyl-[3]pyridyl)-carbamic acid ethyl ester

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous KOH
2: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
3: aqueous KMnO4
View Scheme
1,3-bis(6-methylpyridin-3-yl)urea
858844-85-6

1,3-bis(6-methylpyridin-3-yl)urea

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: concentrated aqueous HCl / 130 °C
2: aqueous sulfuric acid; potassium nitrite / anschliessend Behandeln mit Kupfer(I)-bromid
3: aqueous KMnO4
View Scheme
C6H3BrNO2(1-)*Na(1+)
108885-80-9

C6H3BrNO2(1-)*Na(1+)

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
With water; acetic acid at 25℃; for 16h;
5-bromo-pyridine-2-carbaldehyde
31181-90-5

5-bromo-pyridine-2-carbaldehyde

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Stage #1: 5-bromo-pyridine-2-carbaldehyde With potassium permanganate; sodium carbonate In water at 10 - 20℃;
Stage #2: With hydrogenchloride In water pH=2 - 4;
With 1,4-dithio-D,L-threitol; recombinant aldehyde dehydrogenase from Escherichia coli; water‐forming NADH oxidase from Streptococcus mutans; NAD In aq. phosphate buffer at 40℃; for 4h; pH=8.5; Reagent/catalyst; Green chemistry; Enzymatic reaction; chemoselective reaction;
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: trimethylsilylmethyllithium / toluene / 0.5 h / -78 - 0 °C
1.2: 3 h
1.3: 18 h / 20 °C
2.1: sodium hydroxide / tetrahydrofuran / 15 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: trimethylsilylmethyllithium / toluene / 0.5 h / -78 - 0 °C
1.2: 3 h
1.3: 18 h / 20 °C
2.1: sodium hydroxide / tetrahydrofuran / 15 h / 0 - 20 °C
View Scheme
5-bromo-pyridine-2-carboxylic acid ethyl ester
77199-09-8

5-bromo-pyridine-2-carboxylic acid ethyl ester

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran at 0 - 20℃; for 15h;
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

ethanol
64-17-5

ethanol

5-bromo-pyridine-2-carboxylic acid ethyl ester
77199-09-8

5-bromo-pyridine-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 18h;100%
With sulfuric acid at 75℃; for 2h;86%
Stage #1: 5-bromoisonicotinic acid With thionyl chloride for 2h; Heating / reflux;
Stage #2: ethanol In toluene Heating / reflux;
Stage #3: With sodium carbonate In water; toluene pH=8;
28%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

5-bromopyridine-2-carbonyl chloride
137178-88-2

5-bromopyridine-2-carbonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;100%
With thionyl chloride; N,N-dimethyl-formamide at 80℃; for 2h;99%
With thionyl chloride for 2h; Inert atmosphere; Reflux;93%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

5-bromo-2-carboxypyridin-1-ium-1-olate
959741-37-8

5-bromo-2-carboxypyridin-1-ium-1-olate

Conditions
ConditionsYield
Stage #1: 5-bromoisonicotinic acid With urea hydrogen peroxide adduct; trifluoroacetic anhydride In acetonitrile at 0℃; for 4.5h;
Stage #2: With sodium thiosulfate In water; acetonitrile at 0℃; for 0.166667h;
100%
Stage #1: 5-bromoisonicotinic acid With urea hydrogen peroxide adduct; trifluoroacetic anhydride In acetonitrile at 0℃; for 4.5h;
Stage #2: With sodium thiosulfate In water; acetonitrile for 0.166667h;
With dihydrogen peroxide; urea; trifluoroacetic anhydride In acetonitrile at 0℃; for 0.5h;19.6 g
With dihydrogen peroxide; urea; trifluoroacetic anhydride In acetonitrile at 0℃; for 0.5h;19.6 g
Stage #1: 5-bromoisonicotinic acid With urea hydrogen peroxide adduct In acetonitrile at 0℃; for 0.333333h;
Stage #2: With trifluoroacetic anhydride In acetonitrile at 20℃;
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

tert-butyl 4-[6-(dimethoxyboryl)-4H-1,3-benzodioxin-2-yl]piperidine-1-carboxylate
1200575-98-9

tert-butyl 4-[6-(dimethoxyboryl)-4H-1,3-benzodioxin-2-yl]piperidine-1-carboxylate

5-{2-[1-(tert-butoxycarbonyl)piperidin-4-yl]-4H-1,3-benzodioxin-6-yl}pyridine-2-carboxylic acid
1200575-99-0

5-{2-[1-(tert-butoxycarbonyl)piperidin-4-yl]-4H-1,3-benzodioxin-6-yl}pyridine-2-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; acetonitrile at 160℃; for 0.333333h; Irradiation;100%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

caudatin

caudatin

C34H44BrNO8

C34H44BrNO8

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;100%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

ethyl 2-(furan-2-yl)-5-(trifluoromethyl)piperidine-3-carboxylate

ethyl 2-(furan-2-yl)-5-(trifluoromethyl)piperidine-3-carboxylate

ethyl 1-(5-bromopyridine-2-carbonyl)-2-(furan-2-yl)-5-(trifluoromethyl)piperidine-3-carboxylate

ethyl 1-(5-bromopyridine-2-carbonyl)-2-(furan-2-yl)-5-(trifluoromethyl)piperidine-3-carboxylate

Conditions
ConditionsYield
Stage #1: 5-bromoisonicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: ethyl 2-(furan-2-yl)-5-(trifluoromethyl)piperidine-3-carboxylate With triethylamine In dichloromethane at 0 - 20℃;
99%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

2,3,4,5,6-pentafluorophenol
771-61-9

2,3,4,5,6-pentafluorophenol

(2,3,4,5,6-pentafluorophenyl)-5-bromopyridine-2-carboxylate

(2,3,4,5,6-pentafluorophenyl)-5-bromopyridine-2-carboxylate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;98%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

methyl (2R)-pyrrolidine-2-carboxylate
43041-12-9

methyl (2R)-pyrrolidine-2-carboxylate

C12H13BrN2O3

C12H13BrN2O3

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;96%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

methyl (2S)-pyrrolidine carboxylate
2577-48-2

methyl (2S)-pyrrolidine carboxylate

C12H13BrN2O3

C12H13BrN2O3

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;96%
methanol
67-56-1

methanol

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

C7H6BrNO2*ClH
950848-56-3

C7H6BrNO2*ClH

Conditions
ConditionsYield
With thionyl chloride at -78 - 20℃; for 16.1667h;95%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

tert-butyl 4-(5-bromopicolinoyl)piperazine-1-carboxylate

tert-butyl 4-(5-bromopicolinoyl)piperazine-1-carboxylate

Conditions
ConditionsYield
With 4-methyl-morpholine; HATU In N,N-dimethyl-formamide at 20℃;95%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

rac-tert-butyl ((2R*,5R*)-5-(5-amino-2-fluorophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

rac-tert-butyl ((2R*,5R*)-5-(5-amino-2-fluorophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

rac-tert-butyl ((2R*,5R*)-5-(5-(5-bromopicolinamido)-2-fluorophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

rac-tert-butyl ((2R*,5R*)-5-(5-(5-bromopicolinamido)-2-fluorophenyl)-2,5-dimethyl-2-(trifluoromethyl)-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

Conditions
ConditionsYield
With 1-hydroxy-7-aza-benzotriazole; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 25h; Inert atmosphere;95%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

5-vinylpyridine-2-carboxylic acid
45946-64-3

5-vinylpyridine-2-carboxylic acid

Conditions
ConditionsYield
bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 20 - 100℃; Inert atmosphere;94.5%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

1-ethynyl-3-fluoro-benzene
2561-17-3

1-ethynyl-3-fluoro-benzene

5-(3-fluoro-phenylethynyl)-pyridine-2-carboxylic acid
1403771-21-0

5-(3-fluoro-phenylethynyl)-pyridine-2-carboxylic acid

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In N,N-dimethyl-formamide at 90℃; for 0.75h; Sonogashira Cross-Coupling; Microwave irradiation;94%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diethylamine In N,N-dimethyl-formamide at 90℃; for 0.75h; Microwave irradiation;71%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine In N,N-dimethyl-formamide at 90℃; for 0.75h; Sonogashira Cross-Coupling; Inert atmosphere;65%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

caudatin

caudatin

3-O-(5-bromopyridine-2-carbonyl)caudatin
1377496-40-6

3-O-(5-bromopyridine-2-carbonyl)caudatin

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;93.3%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

2-methoxyethylamine
109-85-3

2-methoxyethylamine

5-bromo-N-(2-methoxyethyl)picolinamide

5-bromo-N-(2-methoxyethyl)picolinamide

Conditions
ConditionsYield
Stage #1: 5-bromoisonicotinic acid; 2-methoxyethylamine With pyridine In dichloromethane at 0℃; for 0.166667h;
Stage #2: With trichlorophosphate In dichloromethane at 0 - 20℃; for 1h;
93%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

trifluoroethylamine
753-90-2

trifluoroethylamine

C8H6BrF3N2O
1496144-72-9

C8H6BrF3N2O

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h; Inert atmosphere;93%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

(R)-[5-(3-aminophenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]carbamic acid tert-butyl ester

(R)-[5-(3-aminophenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]carbamic acid tert-butyl ester

(R)-tert-butyl (5-(3-(5-bromopicolinamido)phenyl)-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

(R)-tert-butyl (5-(3-(5-bromopicolinamido)phenyl)-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-yl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 22℃; for 17h; Inert atmosphere;93%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

5-bromo-2-pyridinecarboxamide
90145-48-5

5-bromo-2-pyridinecarboxamide

Conditions
ConditionsYield
Stage #1: 5-bromoisonicotinic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 80℃; for 1h;
Stage #2: With ammonium hydroxide In dichloromethane at 20℃; for 1.5h;
92.4%
With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;73%
Stage #1: 5-bromoisonicotinic acid With thionyl chloride; N,N-dimethyl-formamide In tetrahydrofuran at 0 - 23℃; for 1h;
Stage #2: With ammonia In tetrahydrofuran; water at 0℃; for 0.5h;
50%
Stage #1: 5-bromoisonicotinic acid With thionyl chloride for 3h; Reflux;
Stage #2: With ammonia In tetrahydrofuran; water at 20℃; Cooling with ice;
Stage #1: 5-bromoisonicotinic acid With thionyl chloride for 3h; Reflux;
Stage #2: With ammonia In tetrahydrofuran; water Cooling with ice;
43 g
methanol
67-56-1

methanol

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

methyl 5-bromopicolinate
29682-15-3

methyl 5-bromopicolinate

Conditions
ConditionsYield
With sulfuric acid at 0 - 70℃; for 6h;92%
Stage #1: methanol; 5-bromoisonicotinic acid With thionyl chloride at 20℃; for 3h; Reflux;
Stage #2: With sodium hydrogencarbonate pH=7;
86.9%
With sulfuric acid for 117h; Reflux;86%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

tert-butylamine
75-64-9

tert-butylamine

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

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

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 16h;92%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 16h;92%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 16h;92%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

dimethyl amine
124-40-3

dimethyl amine

5-bromo-2-(N,N-dimethylaminocarbonyl)pyridine
845305-86-4

5-bromo-2-(N,N-dimethylaminocarbonyl)pyridine

Conditions
ConditionsYield
Stage #1: 5-bromoisonicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: dimethyl amine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; dichloromethane at 20℃; for 3h;
91.7%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;
With oxalyl dichloride In dichloromethane at 0 - 40℃; for 1h;
Stage #1: 5-bromoisonicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 16h;
Stage #2: dimethyl amine In dichloromethane at 0 - 20℃; for 3h;
Stage #1: 5-bromoisonicotinic acid With oxalyl dichloride In dichloromethane at 40℃; for 1h;
Stage #2: dimethyl amine With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h;
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl (5-bromopyridine-2-carbonyl)glycinate
915394-66-0

methyl (5-bromopyridine-2-carbonyl)glycinate

Conditions
ConditionsYield
With thionyl chloride; N-ethyl-N,N-diisopropylamine90%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

N,N-diethylethylenediamine
100-36-7

N,N-diethylethylenediamine

5-bromo-N-(2-(diethylamino)ethyl)picolinamide
1285446-04-9

5-bromo-N-(2-(diethylamino)ethyl)picolinamide

Conditions
ConditionsYield
Stage #1: 5-bromoisonicotinic acid With O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; for 3h;
Stage #2: N,N-diethylethylenediamine In N,N-dimethyl-formamide at 20℃; for 2h;
90%
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

(5-bromopyridin-2-yl)(4-ethylpiperazin-1-yl)methanone

(5-bromopyridin-2-yl)(4-ethylpiperazin-1-yl)methanone

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h;89%
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

(5-bromopyridin-2-yl)(4-hydroxyethylpiperazin-1-yl)methanone
910903-54-7

(5-bromopyridin-2-yl)(4-hydroxyethylpiperazin-1-yl)methanone

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h;88%
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;65%
5-bromoisonicotinic acid
30766-11-1

5-bromoisonicotinic acid

cyclobutylamine
2516-34-9

cyclobutylamine

5-bromo-N-cyclobutylpicolinamide
890928-69-5

5-bromo-N-cyclobutylpicolinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 4h;88%

5-Bromopyridine-2-carboxylic acid Chemical Properties

Molecular structure of 5-Bromopyridine-2-carboxylic acid (CAS NO.30766-11-1) is:

IUPAC Name: 5-bromopyridine-2-carboxylic acid
Molecular Weight: 202.00546 [g/mol]
Molecular Formula: C6H4BrNO2
XLogP3-AA: 1.4
H-Bond Donor: 1
H-Bond Acceptor: 3
Melting Point: 173-175 °C
Index of Refraction: 1.616
Molar Refractivity: 38.96 cm3
Molar Volume: 111.3 cm3
Surface Tension: 63.2 dyne/cm
Density: 1.813 g/cm3
Flash Point: 147 °C
Enthalpy of Vaporization: 59.23 kJ/mol
Boiling Point: 319.5 °C at 760 mmHg
Vapour Pressure: 0.000141 mmHg at 25°C
Product Categories: blocks;Bromides; Carboxes; Pyridines; Pyridine;Pyridines, Pyrimidines, Purines and Pteredines; pharmacetical; Carboxylic Acids; Pyridine Series; Carboxy; Organohalides; Bromopyridines; Halopyridines; Carboxylic Acids

5-Bromopyridine-2-carboxylic acid Safety Profile

Safty information about 5-Bromopyridine-2-carboxylic acid (CAS NO.30766-11-1) is:
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Hazard Note: Irritant
HazardClass: IRRITANT

5-Bromopyridine-2-carboxylic acid Specification

 5-Bromopyridine-2-carboxylic acid , its cas register number is 30766-11-1. It also can be called Picolinic acid, 5-bromo- (6CI,8CI) ; 5-Bromo-2-picolinicacid ; 5-Bromo-2-pyridinecarboxylic acid ; 5-Bromopicolinic acid ; 5-Bromopyridine-2-carboxylic acid ; 5-bromo-2-pyridine carboxlic acid .It is a white cryst.

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