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

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

Uses

Used in Pharmaceutical Development:
1-Boc-5-chloro-1H-indole-2-boronic acid is used as a key intermediate in the synthesis of pharmaceuticals for its ability to participate in various chemical reactions, including Suzuki-Miyaura cross-coupling, which is crucial for the creation of complex molecular structures with potential therapeutic properties.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1-Boc-5-chloro-1H-indole-2-boronic acid is utilized as a building block in the development of new agrochemicals, leveraging its reactivity in chemical reactions to form compounds with pesticidal or herbicidal activity.
Used in Material Science:
1-Boc-5-chloro-1H-indole-2-boronic acid is employed as a component in the synthesis of new materials, where its chemical properties can contribute to the creation of materials with unique electronic, optical, or mechanical properties.

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.

SUBSTITUTED PYRAZOLES, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE

The present invention relates to substituted pyrazoles, compositions containing such compounds and methods of treatment. The compounds are glucagon receptor antagonists and thus are useful for treating, preventing or delaying the onset of type 2 diabetes

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%).