475102-12-6

Basic information

• Product Name: 1-BOC-5-CHLORO-1H-INDOLE-2-BORONIC ACID
• Synonyms: N-(TERT-BUTOXYCARBONYL)5-CHLORO-1H-INDOLE-2-BORONIC ACID;AKOS BRN-0244;1-BOC-5-CHLORO-1H-INDOLE-2-BORONIC ACID;1H-Indole-1-carboxylicacid,2-borono-5-chloro-,1-(1,1-dimethylethyl)ester(9CI);N-Boc-5-chloroindole-2-boronicacid;1H-Indole-1-carboxylic acid, 2-borono-5-chloro-, 1-(1,1-dimethylethyl) ester;1-(tert-butoxycarbonyl)-5-chloro-1H-indol-2-yl-2-boronic acid;1-(tert-Butoxycarbonyl)-5-chloro-1H-indol-2-ylboronic acid
• CAS NO: 475102-12-6
• Molecular Formula: C₁₃H₁₅BClNO₄
• Molecular Weight: 295.53
• Product Categories: BORONICACID
• Mol File: 475102-12-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 129-133°C
• Boiling Point: 471.4 °C at 760 mmHg
• Flash Point: 238.9 °C
• Appearance: /
• Density: 1.27 g/cm³
• Vapor Pressure: 1.09E-09mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 7.76±0.30(Predicted)
• CAS DataBase Reference: 1-BOC-5-CHLORO-1H-INDOLE-2-BORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BOC-5-CHLORO-1H-INDOLE-2-BORONIC ACID(475102-12-6)
• EPA Substance Registry System: 1-BOC-5-CHLORO-1H-INDOLE-2-BORONIC ACID(475102-12-6)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 475102-12-6(Hazardous Substances Data)

Usage

General Description

1-Boc-5-chloro-1H-indole-2-boronic acid is a chemical compound that belongs to the class of boronic acids. It is a boronic acid derivative of 5-chloro-1H-indole, which is commonly used in organic synthesis and medicinal chemistry. The compound contains a Boc (tert-butoxycarbonyl) protecting group, which helps to stabilize the compound and prevent side reactions during chemical reactions. Boronic acids are known for their ability to form stable complexes with diol-containing molecules, making them useful in a variety of chemical reactions, including Suzuki-Miyaura cross-coupling reactions. 1-Boc-5-chloro-1H-indole-2-boronic acid may have potential applications in the development of new pharmaceuticals, agrochemicals, and materials.

InChI:InChI=1/C13H15BClNO4/c1-13(2,3)20-12(17)16-10-5-4-9(15)6-8(10)7-11(16)14(18)19/h4-7,18-19H,1-3H3

Upstream product

• 5419-55-6 Triisopropyl borate 
• 129822-48-6 tert-butyl 5-chloro-1H-indole-1-carboxylate 
• 17422-32-1 5-chloro-1H-indole 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant articles and documents

PYRIDINE AND PYRAZINE DERIVATIVES AS MNK KINASE INHIBITORS

The present invention relates to compounds of the general formula (I) wherein X, Y, Z, A, Ar, R1, R2, R3, and R4 are as defined herein, which compounds are inhibitors of MNK2 and MNK1. The invention also relates to the use of the compounds in therapy, pharmaceutical compositions comprising the compounds, and the use of the compounds for the preparation of a medicament for the prophylaxis and treatment of disorders related to undesired activity of MNK1 and/or MNK2 kinases.

A non-cryogenic method for the preparation of 2-(indolyl) borates, silanes, and silanols

2-Indolyl borates are prepared via addition of LDA to a mixture of N-Bo-indole and triisopropyl borate at 0-5 °C. Following acidic hydrolysis, the boronic acids are isolated by crystallization in good to excellent yield (73-99%). The method is quite general, tolerating a wide range of functional groups, and also provides access to 2-silyl derivatives (80-91%).