Uses
ChemicalBook > CAS DataBase List > Ethyl 7-bromo-1H-indole-2-carboxylate

Ethyl 7-bromo-1H-indole-2-carboxylate

Uses
Product Name
Ethyl 7-bromo-1H-indole-2-carboxylate
CAS No.
16732-69-7
Chemical Name
Ethyl 7-bromo-1H-indole-2-carboxylate
Synonyms
ETHYL 7-BROMOINDOLE-2-CARBOXYLATE;ETHYL 7-BROMO-1H-INDOLE-2-CARBOXYLATE;7-BROMOINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;Ethyl 7-bromo-1H-indole-2-carboxylate;7-BROMO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER;1H-Indole-2-carboxylic acid, 7-bromo-, ethyl ester;N-(2-(diMethylaMino)ethyl)-1-(3-((4-((2-Methyl-1H-indol-5-yl)oxy)pyriMidin-2-yl)aMino)phenyl)MethanesulfonaMide/N-(2-(diMethylaMino)ethyl)-1-(3-((4-((2-Methyl-1H-indol-5-yl)oxy)pyriMidin-2-yl)aMino)phenyl)MethanesulfonaMide
CBNumber
CB9276246
Molecular Formula
C11H10BrNO2
Formula Weight
268.11
MOL File
16732-69-7.mol
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Ethyl 7-bromo-1H-indole-2-carboxylate Property

Melting point:
85-86 °C(Solv: ethanol (64-17-5))
Boiling point:
394.7±22.0 °C(Predicted)
Density 
1.554±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
solid
pka
13.35±0.30(Predicted)
Appearance
White to light yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
MNO000196
Product name
Ethyl 7-bromo-1H-indole-2-carboxylate
Packaging
1g
Price
$179
Updated
2025/07/31
TRC
Product number
E900748
Product name
Ethyl 7-bromo-1H-indole-2-carboxylate
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
E900748
Product name
Ethyl 7-bromo-1H-indole-2-carboxylate
Packaging
500mg
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB56749
Product name
7-Bromo-1H-indole-2-carboxylic acid ethyl ester
Packaging
250mg
Price
$72.5
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB56749
Product name
7-Bromo-1H-indole-2-carboxylic acid ethyl ester
Packaging
500mg
Price
$115
Updated
2021/12/16
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Ethyl 7-bromo-1H-indole-2-carboxylate Chemical Properties,Usage,Production

Uses

7-Bromo-1H-indole-2-carboxylic acid ethyl ester is an organic intermediate that can be prepared by cyclization of 2-bromophenylhydrazine with ethyl pyruvate.

Synthesis

617-35-6

16732-66-4

16732-69-7

Example XIX- Synthesis of ethyl 7-bromo-1H-indole-2-carboxylate: 11.0 g of 2-bromophenylhydrazine and 550 mg of p-toluenesulfonic acid monohydrate were dissolved in 200 mL of toluene, 6.74 mL of ethyl pyruvate was added, and the reaction was carried out at reflux, also assembled with an aqueous separator, for 2 hours. Upon completion of the reaction, the mixture was cooled to 40°C and combined with a pre-prepared solution (prepared by dissolving 44.75 g of p-toluenesulfonic acid monohydrate in 300 mL of toluene, also fitted with a water separator and refluxed for 2 hours). The combined mixture was continued to reflux the reaction. At the end of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate and washed sequentially with water and saturated aqueous sodium bicarbonate. The organic phase was dried with anhydrous magnesium sulfate, followed by the addition of activated carbon, stirring for 15 minutes and filtration through diatomaceous earth. This process was repeated twice to ensure purification. The filtrate was concentrated under reduced pressure and the residue was dissolved in a petroleum ether/dichloromethane (7:3) solvent mixture, 30 g of silica gel was added, stirred for 10 minutes and filtered through diatomaceous earth extraction. The silica gel was washed with petroleum ether/dichloromethane (7:3). Finally, the solvent was removed under reduced pressure to give 7.37 g of product in 47% yield. The product was analyzed by HPLC (Method 1): retention time = 3.82 min. mass spectrum (ESI+): m/z = 268 [M+H]+.

References

[1] Journal of Organic Chemistry, 2007, vol. 72, # 8, p. 2978 - 2987
[2] Patent: US2011/269737, 2011, A1. Location in patent: Page/Page column 49

Ethyl 7-bromo-1H-indole-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 7-bromo-1H-indole-2-carboxylate Suppliers

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Nanjing Vital Chemical Co., Ltd.
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View Lastest Price from Ethyl 7-bromo-1H-indole-2-carboxylate manufacturers

Career Henan Chemical Co
Product
Ethyl 7-bromo-1H-indole-2-carboxylate 16732-69-7
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2019-12-26

16732-69-7, Ethyl 7-bromo-1H-indole-2-carboxylateRelated Search:


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  • ETHYL 7-BROMOINDOLE-2-CARBOXYLATE
  • 7-BROMOINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
  • 7-BROMO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER
  • 1H-Indole-2-carboxylic acid, 7-bromo-, ethyl ester
  • Ethyl 7-bromo-1<i>H</i>-indole-2-carboxylate
  • N-(2-(diMethylaMino)ethyl)-1-(3-((4-((2-Methyl-1H-indol-5-yl)oxy)pyriMidin-2-yl)aMino)phenyl)MethanesulfonaMide/N-(2-(diMethylaMino)ethyl)-1-(3-((4-((2-Methyl-1H-indol-5-yl)oxy)pyriMidin-2-yl)aMino)phenyl)MethanesulfonaMide
  • 16732-69-7