143259-56-7

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromoindole-1-carboxylic acid tert-butyl ester is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity make it suitable for the development of new drug candidates with potential therapeutic applications. The tert-butyl ester group allows for selective reactions and subsequent deprotection to yield the desired active pharmaceutical ingredients.
Used in Agrochemical Industry:
In the agrochemical industry, 3-Bromoindole-1-carboxylic acid tert-butyl ester serves as a crucial building block for the synthesis of agrochemicals, such as pesticides and herbicides. Its ability to be incorporated into complex molecular structures enables the development of novel compounds with improved efficacy and selectivity in controlling pests and weeds, thereby contributing to enhanced crop protection and yield.
Used in Organic Synthesis:
3-Bromoindole-1-carboxylic acid tert-butyl ester is also utilized in organic synthesis as a versatile reagent and precursor for the preparation of various organic compounds. Its reactivity and stability make it an attractive candidate for the synthesis of a wide range of molecules, including natural products, pharmaceuticals, and specialty chemicals.
Used in Research and Development:
3-BROMOINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER is frequently employed in research and development settings to explore its potential applications and to understand its chemical properties. Researchers use 3-Bromoindole-1-carboxylic acid tert-butyl ester to investigate new synthetic routes, develop innovative methodologies, and study its interactions with other molecules, which can lead to the discovery of new bioactive compounds and materials.

InChI:InChI=1/C13H14BrNO2/c1-13(2,3)17-12(16)15-8-10(14)9-6-4-5-7-11(9)15/h4-8H,1-3H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 120-72-9 indole 
• 1484-27-1 3-bromoindole 
• 75400-67-8 indole-1-carboxylic acid tert-butyl ester 

Downstream Products

• 1392144-90-9 tert-butyl 3-benzoyl-1H-indole-1-carboxylate 
• 1593268-06-4 tert-butyl 3-(3-(4-methoxyphenyl)(1-¹³C)prop-2-ynoyl)-1H-indole-1-carboxylate 
• 1593268-05-3 tert-butyl 3-(3-(4-methoxyphenyl)prop-2-ynoyl)-1H-indole-1-carboxylate 
• 181365-26-4 (1-(tert-butoxycarbonyl)-1H-indol-3-yl)boronic acid 
• 942070-45-3 tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate 

Relevant academic research and scientific papers

Total synthesis of asterredione

The first total synthesis of asterredione was efficiently accomplished over five linear steps and in 21.5% overall yield. As the crucial step, the 2-quaternary 1,3-cyclopentenedione skeleton of asterredione was readily achieved using the Darzens/ring-expansion strategy developed in our laboratory. The structure of synthesized asterredione was fully confirmed by X-ray crystallography.

COMPOUNDS AND METHOD OF USE

This present disclosure relates to compounds with ferroptosis inducing activity, a method of treating a subject with cancer with the compounds, and combination treatments with a second therapeutic agent.

Synthesis of 2-arylindoles by Suzuki coupling reaction of 3-bromoindoles with hindered benzoboronic acids

A new synthetic method for 2-arylindoles has been developed, the process through Suzuki coupling reaction of 3-bromoindoles with hindered boronic acid catalyzed by Pd(OAc)2/PCy3, and a series of 2-arylindoles have been synthesized in moderate to high yields.

Simple and efficient procedures for selective preparation of 3-haloindoles and 2,3-dihaloindoles by using 1,3-dibromo-5,5-dimethylhydantoin and 1,3-dichloro-5,5-dimethylhydantoin

Simple and efficient synthetic procedures for the selective preparation of 3-bromo/3-chloroindoles and 2,3-dibromo/2,3-dichloroindoles by using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) and 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) were developed. Using 1,4-dioxane as the solvent, a variety of indoles, treated with 0.55 equiv DBDMH/DCDMH, afford the corresponding 3-bromo/3-chloroindoles selectively in 82-99% yield. In 1,2-dichloroethane (DCE), a series of 2,3-dichloro/2,3-dibromoindoles were selectively obtained in 84-95% yield by treating with DBDMH/DCDMH. All the processes do not need extra catalysts, dry solvents, or harsh reaction conditions.

Alpha-ethyltryptamines as dual dopamine-serotonin releasers

The dopamine (DA), serotonin (5-HT), and norepinephrine (NE) transporter releasing activity and serotonin-2A (5-HT2A) receptor agonist activity of a series of substituted tryptamines are reported. Three compounds, 7b, (+)-7d and 7f, were found to be potent dual DA/5-HT releasers and were >10-fold less potent as NE releasers. Additionally, these compounds had different activity profiles at the 5-HT2Areceptor. The unique combination of dual DA/5-HT releasing activity and 5-HT2Areceptor activity suggests that these compounds could represent a new class of neurotransmitter releasers with therapeutic potential.

Combined directed ortho and remote metalation-suzuki cross-coupling strategies. Efficient synthesis of heteroaryl-fused benzopyranones from biaryl O-carbamates

(Chemical Equation Presented) A concise synthesis of heteroaryl dibenzopyranones 9a,b, 10a,b, 11a-c, and 12a-c has been achieved by the LDA-induced migration of heterobiaryl O-carbamates 18, 21, 25, and 30 which, in turn, were prepared in good yield using