147621-26-9

Basic information

• Product Name: TERT-BUTYL 6-BROMO-1H-INDOLE-1-CARBOXYLATE
• Synonyms: 1-BOC-6-BROMOINDOLE;TERT-BUTYL 6-BROMO-1H-INDOLE-1-CARBOXYLATE;tert-butyl 6-bromo-5-fluoro-1H-indole-1-carboxylate;1H-Indole-1-carboxylicacid,6-broMo-,1,1-diMethylethylester;1-tert-Butoxycarbonyl-6-bromoindole;N-(tert-Butoxycarbonyl)-6-bromoindole;6-Bromo-1-Boc-indole
• CAS NO: 147621-26-9
• Molecular Formula: C₁₃H₁₄BrNO₂
• Molecular Weight: 296.163
• Mol File: 147621-26-9.mol
• Article Data: 15

Chemical Properties

• Melting Point: 102-103℃
• Boiling Point: 367.855°C at 760 mmHg
• Flash Point: 176.272°C
• Appearance: /Solid
• Density: 1.379g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Room temperature.
• CAS DataBase Reference: TERT-BUTYL 6-BROMO-1H-INDOLE-1-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 6-BROMO-1H-INDOLE-1-CARBOXYLATE(147621-26-9)
• EPA Substance Registry System: TERT-BUTYL 6-BROMO-1H-INDOLE-1-CARBOXYLATE(147621-26-9)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• Hazardous Substances Data: 147621-26-9(Hazardous Substances Data)

Usage

General Description

Tert-butyl 6-bromo-1H-indole-1-carboxylate is a chemical compound belonging to the class of organic compounds known as indoles. Indoles are structures with a bicyclic arrangement of two benzene rings fused at the 2,3 positions, containing a pyrrole ring. This particular compound is characterized by a Bromo atom and a carboxylate group (COOH) attached to the indole. The tert-butyl group is affixed to the carboxylate portion, possibly enhancing its stability. As a bromo-indole derivative, it may possess versatile reactivity allowing it to be employed in various chemical reactions. The exact properties such as melting point, boiling point, and molecular weight may depend on its purity and that of any tincturing substances. Currently, its usage can be seen in the fields of chemical research and possibly pharmaceuticals.

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

Upstream product

• 52415-29-9 6-bromo-1H-indole 
• 24424-99-5 di-tert-butyl dicarbonate 
• 34619-03-9 tert-butyldicarbonate 
• 1247868-61-6 tert-butyl 6-(((trifluoromethyl)sulfonyl)oxy)-1H-indole-1-carboxylate 
• 60956-26-5 4-bromo-2-nitrotoluene 

Downstream Products

• 1305348-46-2 1-(tert-butoxycarbonyl)-6-(4-cyanophenyl)-1H-indole 
• 1294514-64-9 C₂₂H₁₈N₄ 
• 1294514-62-7 C₂₂H₂₄N₄ 
• 1217500-59-8 (6-bromo-1-(tert-butoxycarbonyl)-1H-indol-2-yl)boronic acid 
• 942590-47-8 methyl 5-[4-(1H-indol-6-yl)phenyl]-3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-2-thiophenecarboxylate 
• 147621-14-5 1-tert-butoxycarbonyl-6-(4-methoxyphenyl)indole 
• 642494-36-8 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1H-indole 

Relevant articles and documents

Total Synthesis of Nortopsentin D via a Late-Stage Pinacol-like Rearrangement

Nortopsentin D is part of a class of bis(indole) alkaloids known for their biological activity, including inhibitory activity in tumoral cells and antifungal activity. Herein we describe the first total synthesis of nortopsentin D, in which amidine and dione undergo a pivotal condensation and subsequent cyclization via a pinacol-like rearrangement. This synthesis represents a unique strategy for the formation of 5,5-disubstituted (4H)-imidazol-4-one containing natural products, many of which have yet to succumb to total synthesis.

(AZA)INDOLE-, BENZOTHIOPHENE-, AND BENZOFURAN-3-SULFONAMIDES

Disclosed are sulfonamide compounds with GPR17 modulating properties, which are useful for treating or preventing a variety of CNS and other diseases, in particular for preventing and treating myelinating diseases or disorders.

1-(3-(6-(3-HYDROXYNAPHTHALEN-1-YL)BENZOFURAN-2-YL)AZETIDIN-1YL)PROP-2-EN-1-ONE DERIVATIVES AND SIMILAR COMPOUNDS AS KRAS G12C MODULATORS FOR TREATING CANCER

Compounds having activity as inhibitors of G12C mutant KRAS protein are provided. The compounds have the following structure (I): or a pharmaceutically acceptable salt, isotopic form or stereoisomer thereof, wherein A is a five-membered heteroaryl comprising 1 or 2 non-adjacent heteroatoms, inclusive of X and Y; W, X, Y, Z, L, L1, E, R1, R2b R2c and the dotted circle are as defined herein. Methods associated with preparation and use of such compounds, pharmaceutical compositions comprising such compounds and compounds for use in methods to modulate the activity of G12C mutant KRAS protein for treatment of disorders, such as cancer, are also provided. Preferred compounds are e.g. l-(3-(6-(3-hydroxynaphthalen-l- yl)benzofuran-2-yl)azetidin-lyl)prop-2-en-l-one derivatives and related compounds such as e.g. the corresponding derivatives with e.g. a benzoimidazole, indole, benzooxazole, imidazopyridine or imidazole core structure, substituted on ring A by e.g. azetidine, pyrrolidine, azepane or bicyclopentane-amine (L1) each substituted by e.g. propenone (E), and the core structure substituted on the six-membered ring with e.g. 3-hydroxynaphthalene or indazole or hydroxy-, alkoxy- and/or fluoro-substituted phenyl (R1).