2-(Ethoxycarbonyl)-5-Bromo-Indole

Name	5-Bromo-2-Indolecarboxylic Acid Ethyl Ester
Synonyms	5-Bromo-2-Carbethoxyindole 5-BROMO-2-CARBETHOXYINDOLE Ethyl 5-Bromoindole-2-Carboxylate 2-(Ethoxycarbonyl)-5-bromo-indole ETHYL 5-BROMOINDOLE-2-CARBOXYLATE 2-(Ethoxycarbonyl)-5-Bromo-Indole Ethyl 5-Bromo-1H-Indole-2-Carboxylate ETHYL 5-BROMO-1H-INDOLE-2-CARBOXYLATE 5-BROMOINDOLE-2-CARBOXYLIC ACID ETHYL ESTER 5-Bromoindole-2-Carboxylic Acid Ethyl Ester 5-Bromo-2-Indolecarboxylic Acid Ethyl Ester 5-BROMO-2-INDOLECARBOXYLIC ACID ETHYL ESTER 5-Bromo-1H-Indole-2-Carboxylic Acid Ethyl Ester 5-BROMO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER 1H-Indole-2-Carboxylic Acid, 5-Bromo-, Ethyl Ester 1H-INDOLE-2-CARBOXYLIC ACID, 5-BROMO-, ETHYL ESTER
CAS	16732-70-0
EINECS	680-051-9
InChI	InChI=1/C11H10BrNO2/c1-2-15-11(14)10-6-7-5-8(12)3-4-9(7)13-10/h3-6,13H,2H2,1H3

Molecular Formula	C11H10BrNO2
Molar Mass	268.11
Density	1.554±0.06 g/cm3(Predicted)
Melting Point	165 °C
Boling Point	394.7±22.0 °C(Predicted)
Flash Point	192.503°C
Solubility	soluble in Acetone
Vapor Presure	0mmHg at 25°C
Appearance	Solid
Color	White to Orange to Green
pKa	14.05±0.30(Predicted)
Storage Condition	2-8°C
Refractive Index	1.646
MDL	MFCD00022701
Physical and Chemical Properties	White powder

Uses	Ethyl 5-bromoindole-2-carboxylate is an ester organic substance and can be used as a pharmaceutical intermediate.
Overview	Ethyl 5-bromoindole 2-carboxylate is one of the most common aromatic heterocyclic structures and synthetic blocks. It is widely found in natural products and human physiologically active substances. It is also an important structural unit commonly found in medicine and functional materials, and is called "dominant structure". In view of its importance in many fields, the synthesis of indole and its functionalization methods have been continuously developed and improved since the last century. These synthesis methods can be roughly divided into two categories, namely equivalent reactions and catalytic reactions.
preparation	ethyl 5-bromoindole 2-carboxylate preparation is as follows: take a 25mLSchlenk reaction tube, add 69mg of p-bromoaniline, 9mg of palladium acetate and 80mg of molecular sieve, inject 93mg of ethyl 2-oxopropionate, 96mg of acetic acid and 2mL of dimethyl sulfoxide, connect a 200mL oxygen ball, and stir at 70 ℃ for 18 hours. After the reaction, 15mL of ethyl acetate was added to dilute the reaction solution, 10mL of brine after filtration was washed twice, and the organic phase was separated. The aqueous phase was extracted once with ethyl acetate, and the organic phase was combined. The pure product 50 mg5-ethyl bromoindole 2-carboxylate was obtained by column chromatography separation with a yield of 47%.

Last Update：2024-04-10 22:29:15