5-Bromoindole-2-carboxylic acid supplier

Name
5-Bromoindole-2-carboxylic acid
EINECS
CAS No. 7254-19-5
Article Data12
CAS DataBase
Density 1.828 g/cm³
Solubility
Melting Point 287-288 °C
Formula C₉H₆BrNO₂
Boiling Point 470.932 °C at 760 mmHg
Molecular Weight 240.056
Flash Point 238.611 °C
Transport Information
Appearance
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 5-bromo-1H-indole-2-carboxylic acid;
PSA 53.09000
LogP 2.62860

Synthetic route

: 16732-70-0
ethyl 5-bromoindolecarboxylate

: 7254-19-5
5-bromo-2-indolecarboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide at 110℃; for 0.0333333h; Microwave irradiation;	95%
With sodium hydroxide In ethanol; water at 70℃; for 2h;	92%
Stage #1: ethyl 5-bromoindolecarboxylate With sodium hydroxide In methanol; water for 0.5h; Reflux; Green chemistry; Stage #2: With hydrogenchloride In methanol; water at 40℃; pH=3 - 4; Green chemistry;	91%

: 17403-17-7
(5-bromo-2-nitro-phenyl)-pyruvic acid

: 7254-19-5
5-bromo-2-indolecarboxylic acid

Conditions

Conditions	Yield
With ammonium hydroxide; iron(II) hydroxide

5-bromo-indole-3-carboxylic acid ethyl ester: 5-bromo-indole-3-carboxylic acid ethyl ester

: 7254-19-5
5-bromo-2-indolecarboxylic acid

Conditions

Conditions	Yield
With potassium hydroxide
With sodium hydroxide

potassium-compound of <5-bromo-2-nitro-phenyl>-pyruvic acid ethyl ester: potassium-compound of <5-bromo-2-nitro-phenyl>-pyruvic acid ethyl ester

A: 7254-19-5
5-bromo-2-indolecarboxylic acid

B: 16732-70-0
ethyl 5-bromoindolecarboxylate

Conditions

Conditions	Yield
With ammonium hydroxide; iron(II) sulfate

: 66416-72-6
4-bromo-2-iodoaniline

: 127-17-3
2-oxo-propionic acid

: 7254-19-5
5-bromo-2-indolecarboxylic acid

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane; palladium diacetate In N,N-dimethyl-formamide at 105℃; for 4h;

: 16382-11-9
ethyl 2-[2-(4-bromophenyl)hydrazinylidene]propanoate

: 7254-19-5
5-bromo-2-indolecarboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: phosphoric acid / 1.33 h / 80 - 100 °C / Green chemistry 2.1: sodium hydroxide / water; methanol / 0.5 h / Reflux; Green chemistry 2.2: 40 °C / pH 3 - 4 / Green chemistry View Scheme

: 67-56-1
methanol

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 210345-56-5
5-bromo-1H-indole-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid Inert atmosphere; Reflux;	98%
With thionyl chloride at 65℃; for 2.33333h; Cooling; Inert atmosphere;	96%
With sulfuric acid	96%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 124-40-3
dimethyl amine

: 1246250-21-4
5-bromo-1H-indole-2-carboxylic acid dimethylamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 16h;	96%
Stage #1: 5-bromo-2-indolecarboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: dimethyl amine In tetrahydrofuran at 20℃; for 16h;	96%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 22483-09-6
2,2-dimethoxyethylamine

: N-(2,2-dimethoxyethyl)-5-bromo-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 25℃; for 2h;	96%

: 123-75-1
pyrrolidine

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 1246250-06-5
(5-bromo-1H-indol-2-yl)-pyrrolidin-1-yl-methanone

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;	95%
Stage #1: 5-bromo-2-indolecarboxylic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; water for 0.166667h; Stage #2: pyrrolidine at 20℃; for 17h; Inert atmosphere;	95%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 64-17-5
ethanol

: 16732-70-0
ethyl 5-bromoindolecarboxylate

Conditions

Conditions	Yield
With sulfuric acid at 80℃; for 12h;	94%
With sulfuric acid at 80℃; for 12h;	94%
With sulfuric acid Reflux;

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 877371-97-6
5-bromo-1H-indole-2-carboxamide

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-indolecarboxylic acid With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 2.5h; Reflux; Stage #2: With ammonium hydroxide In water at 20℃; for 2h; Cooling with ice;	93%
Stage #1: 5-bromo-2-indolecarboxylic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: With ammonium chloride In N,N-dimethyl-formamide at 20℃; for 6h;	53%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 78-95-5
chloroacetone

: 2-oxopropyl 5-bromo-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate for 4h; Heating;	90%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 75-04-7
ethylamine

: 1349698-64-1
5-bromo-1H-indole-2-carboxylic acid ethylamide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h;	89%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 67-64-1
acetone

: 2-oxopropyl 5-bromo-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With sodium chlorite; potassium iodide at 70℃; for 24h;	89%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 51285-13-3
cyclopropanecarboxamide oxime

: 1222175-28-1
C13H10BrN3O

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-indolecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.333333h; Stage #2: cyclopropanecarboxamide oxime In tetrahydrofuran at 20 - 150℃; for 1.25h; Microwave irradiation;	88%

: 109-01-3
1-methyl-piperazine

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 459168-43-5
(5-bromo-1H-indol-2-yl)-(4-methylpiperazin-1-yl)methanone

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-indolecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 0.166667h; Stage #2: 1-methyl-piperazine In tetrahydrofuran at 20℃; for 72h;	87%
With 1,1'-carbonyldiimidazole In tetrahydrofuran at 0℃;
With 1,1'-carbonyldiimidazole

IPr2NEt: IPr2NEt

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 776-74-9
Bromodiphenylmethane

: 241489-70-3
1-benzhydryl-5-bromo-1H-indole-2-carboxylic acid

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide In 1-methyl-pyrrolidin-2-one; hexane; ethyl acetate	87%

...Expand

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 140-88-5
ethyl acrylate

5-((E)-2-ethoxycarbonyl-vinyl)-1H-indole-2-carboxylic acid: 914605-92-8
5-((E)-2-ethoxycarbonyl-vinyl)-1H-indole-2-carboxylic acid

Conditions

Conditions	Yield
With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate In acetonitrile at 90℃; for 0.5h; Microwave;	86%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

5-bromo-3,3-dichloroindolin-2-one: 5-bromo-3,3-dichloroindolin-2-one

Conditions

Conditions	Yield
With 1,3-dichloro-5,5-dimethylhydantoin In ethyl acetate for 4h; Reflux;	86%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 107-11-9
1-amino-2-propene

: C12H11BrN2O

Conditions

Conditions	Yield
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 0 - 23℃; for 18h;	86%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 52568-28-2
2-(pyridin-2-yl)isopropyl amine

: 5-bromo-N-(2-(pyridin-2-yl)propan-2-yl)-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	85.9%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1016481-05-2
5-bromo-1H-indole-2-carboxylic acid N-methoxy-N-methyl amide

Conditions

Conditions	Yield
With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 20℃; for 18h;	83%
Stage #1: 5-bromo-2-indolecarboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In N,N-dimethyl-formamide at 0 - 20℃; for 18h;	83%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	71%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;	68%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 4244-84-2
ethyl β-alaninate hydrochloride

: 916522-71-9
3-[(5-Bromo-1H-indole-2-carbonyl)-amino]-propionic acid ethyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 24h;	82%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 106-96-7
propargyl bromide

: 8-bromo-4-methylene-3,4-dihydro-1H-[1,4]oxazino[4,3-a]indol-1-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50 - 90℃; for 13h; Inert atmosphere; regioselective reaction;	78%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 5452-37-9
cyclooctylamine

: 5-bromo-N-cyclooctyl-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 12h;	76%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 62-53-3
aniline

: 889444-31-9
C15H11BrN2O

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 2h;	70%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 765-30-0
Cyclopropylamine

: 1202766-57-1
5-bromo-N-cyclopropyl-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 18h;	68.2%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 109-85-3
2-methoxyethylamine

: 1057942-91-2
5-bromo-N-(2-methoxyethyl)-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 18h;	68.2%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 98-80-6
phenylboronic acid

: 66616-71-5
5-phenyl-1H-indole-2-carboxylic acid

Conditions

Conditions	Yield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 102℃; Inert atmosphere;	67.3%
Suzuki coupling;

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 13324-66-8
N-benzylcyclopropanamine

: N-benzyl-5-bromo-N-cyclopropyl-1H-indole-2-carboxamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	67%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 3863-11-4
3,4-difluoroaniline

: 1603833-89-1
5-bromo-1H-indole-2-carboxylic acid (3,4-difluoro-phenyl)-amide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 20h;	62%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 20h;	62%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: HCl×Gly-L-Ala-D-Glu(OEt)2

: diethyl (5-bromo-1H-indole-2-carbonyl)glycyl-L-alanyl-D-glutamate

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	59.4%

: 7254-19-5
5-bromo-2-indolecarboxylic acid

: 118493-85-9, 117771-39-8, 1141922-26-0
acetamide oxime

: 1222174-98-2
C11H10BrN3O2

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-indolecarboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.25h; Stage #2: acetamide oxime In tetrahydrofuran for 2h;	56%

5-Bromoindole-2-carboxylic acid Chemical Properties

Synonyms: 5-bromoindole-2-carboxylicacid5-Bromoindole-2-carboxylicacid ;5-BROMOINDOLE-2-CARBOXYLIC ACID;AKOS JY2082545;1H-INDOLE-2-CARBOXYLIC ACID, 5-BROMO-;5-BROMO-1H-INDOLE-2-CARBOXYLIC ACID;5-BROMO-2-INDOLECARBOXYLIC ACID;
Molecular formula: C₉H₆BrNO₂
Molecular Weight: 240.05
Molecular Structure :

Melting point: 287-288
storage temp.: -20°C

5-Bromoindole-2-carboxylic acid Safety Profile

Hazard Codes: Xi
Hazard Note: Irritant
The Risk Statements information of 5-Bromoindole-2-carboxylic acid:
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of 5-Bromoindole-2-carboxylic acid:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3

Product Name

5-Bromoindole-2-carboxylic acid

Synthetic route

5-Bromoindole-2-carboxylic acid Chemical Properties

5-Bromoindole-2-carboxylic acid Safety Profile

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