736990-02-6

Basic information

• Product Name: 2-Ethoxycarbonylindole-5-boronic acid pinacol ester
• Synonyms: 2-Ethoxycarbonylindole-5-boronic acid pinacol ester;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole-2-carboxylic acid ethyl ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)indole-2-carboxylic acid ethyl ester;Ethyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate;ethyl 5-(4,4,5,5-tetraMethyl;ethyl 5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-2-carboxylate
• CAS NO: 736990-02-6
• Molecular Formula: C17H22BNO4
• Molecular Weight: 333.18716
• Mol File: 736990-02-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 468.8°C at 760 mmHg
• Flash Point: 237.3°C
• Appearance: /
• Density: 1.16
• Vapor Pressure: 5.83E-09mmHg at 25°C
• Refractive Index: 1.555
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 15.02±0.30(Predicted)
• CAS DataBase Reference: 2-Ethoxycarbonylindole-5-boronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethoxycarbonylindole-5-boronic acid pinacol ester(736990-02-6)
• EPA Substance Registry System: 2-Ethoxycarbonylindole-5-boronic acid pinacol ester(736990-02-6)

Safety Data

• Hazardous Substances Data: 736990-02-6(Hazardous Substances Data)

Usage

General Description

2-Ethoxycarbonylindole-5-boronic acid pinacol ester is a boronic acid derivative that contains an indole ring and a pinacol ester group. It is commonly used in organic synthesis as a reagent for Suzuki-Miyaura cross-coupling reactions, allowing for the formation of carbon-carbon bonds. 2-Ethoxycarbonylindole-5-boronic acid pinacol ester is known for its versatility and high reactivity, making it useful in the development of pharmaceuticals, agrochemicals, and materials science. With its unique structure and ability to participate in a variety of reactions, 2-Ethoxycarbonylindole-5-boronic acid pinacol ester continues to be an important tool in the field of organic chemistry.

InChI:InChI=1/C17H22BNO4/c1-6-21-15(20)14-10-11-9-12(7-8-13(11)19-14)18-22-16(2,3)17(4,5)23-18/h7-10,19H,6H2,1-5H3

Upstream product

• 7254-19-5 5-bromo-2-indolecarboxylic acid 
• 73183-34-3 bis(pinacol)diborane 
• 16732-70-0 ethyl 5-bromoindolecarboxylate 

Downstream Products

• 1603833-76-6 1-benzyl-4-(2-ethoxycarbonyl-1H-indol-5-yl)-pyridinium bromide 
• 1603833-79-9 4-[2-(4-fluoro-phenylcarbamoyl)-1H-indol-5-yl]-piperidine-1-carboxylic acid tert-butyl ester 
• 1603833-80-2 5-piperidin-4-yl-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide 
• 1603832-12-7 5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (3-fluoro-phenyl)-amide 
• 1603832-27-4 5-(1-benzoyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide 
• 1603832-28-5 5-(1-methyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide 
• 1603832-29-6 5-[1-(2-methoxy-ethyl)-piperidin-4-yl]-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide 
• 1603832-40-1 5-(1-isopropyl-piperidin-4-yl)-1H-indole-2-carboxylic acid (4-fluoro-phenyl)-amide 
• 1222173-43-4 5-[5-(4-carboxymethyl-benzylcarbamoyl)-2-methyl-2H-pyrazol-3-yl]-1H-indole-2-carboxylic acid ethyl ester 
• 1222173-70-7 5-[5-(4-carboxy-benzylcarbamoyl)-2-methyl-2H-pyrazol-3-yl]-1H-indole-2-carboxylic acid 
• 1222173-37-6 5-[5-(4-carboxybenzylcarbamoyl)-2-methyl-2H-pyrazol-3-yl]-1H-indole-2-carboxylic acid ethyl ester 

Relevant articles and documents

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Molecules labeled with fluorine-18 (18F) are used in positron emission tomography to visualize, characterize and measure biological processes in the body. Despite recent advances in the incorporation of 18F onto arenes, the development of general and efficient approaches to label radioligands necessary for drug discovery programs remains a significant task. This full account describes a derisking approach toward the radiosynthesis of heterocyclic positron emission tomography (PET) radioligands using the copper-mediated 18F-fluorination of aryl boron reagents with 18F-fluoride as a model reaction. This approach is based on a study examining how the presence of heterocycles commonly used in drug development affects the efficiency of 18F-fluorination for a representative aryl boron reagent, and on the labeling of more than 50 (hetero)aryl boronic esters. This set of data allows for the application of this derisking strategy to the successful radiosynthesis of seven structurally complex pharmaceutically relevant heterocycle-containing molecules.

INDOL-AMIDE COMPOUNDS AS BETA-AMYLOID INHBITORS

The present invention provides compounds of formula (I), wherein Z, R1, R2, and R3 are as described herein, as well as pharmaceutically acceptable salts and esters thereof. Further the present invention is concerned with the manufacture of the compounds of formula (I), pharmaceutical compositions comprising them and their use as medicaments for the treatment of Alzheimer's disease.

INDOLES USEFUL IN THE TREATMENT OF INFLAMATION

There is provided compounds of formula (I), Wherein T, Y, X1 , R1, R2, R3, R4 and R5 have meanings given in the description, and pharmaceutically-acceptable salts thereof, which compounds are useful in the treatment of diseases in which inhibition of the activity of a member of the MAPEG family is desired and/or required, and particularly in the treatment of inflammation.