773873-77-1

773873-77-1 - Names and Identifiers

Name	5-Bromo-1H-Indole-3-Carboxylic Acid Methyl Ester
Synonyms	RARECHEM AL BF 0374 Methyl 5-BroMoindole-3-carboxylate METHYL 5-BROMO-1H-INDOLE-3-CARBOXYLATE 1H-Indole-3-carboxylicacid,5-broMo-,Methylester 5-Bromo-1H-Indole-3-Carboxylic Acid Methyl Ester 5-BROMO-1H-INDOLE-3-CARBOXYLIC ACID METHYL ESTER
CAS	773873-77-1
EINECS	221-862-6

773873-77-1 - Physico-chemical Properties

Molecular Formula	C10H8BrNO2
Molar Mass	254.08
Melting Point	219-221℃
Appearance	White powder
Storage Condition	Sealed in dry,Room Temperature
MDL	MFCD06203728

773873-77-1 - Reference Information

Application

Methyl 5-bromoindole-3-carboxylate can be used as an intermediate in organic synthesis. It can be prepared from 5-bromo-1H-indole as the reaction raw material through two steps, and can also be obtained from 5-bromo-1H-indole-3-carboxylic acid through one-step esterification.

preparation

pyridine (0.30mL,3.54mmol) was added to the suspension of 5-bromo-1H-indole (2.72mmol) in anhydrous THF(6mL) at 0 ℃, trichloroacetyl chloride (0.40mL) was added dropwise through the feeding funnel within 1 hour, 3.54mmol) of THF(6mL) solution, then warm the reaction mixture to room temperature and stir overnight. The reaction mixture was quenched in 1MHCl, dried by Na2SO4, and concentrated under vacuum. The resulting solid was then dissolved in MeOH(54mL), and KOH was added, the reaction mixture was heated to reflux for 5 hours, then stirred at ambient temperature for 1 hour, and then concentrated under vacuum. The solids were purified by chromatography (SiO2,25% EtOAc/hexane) to give methyl 5-bromoindole-3-carboxylate, a white solid.

Last Update：2024-04-09 20:52:54