475039-81-7

Basic information

• Product Name: 4-Bromo-3-methyl-indole
• Synonyms: 4-Bromo-3-methyl-indole;4-bromo-3-methyl-1H-indole;1H-INDOLE,4-BROMO-3-METHYL-
• CAS NO: 475039-81-7
• Molecular Formula: C₉H₈BrN
• Molecular Weight: 210.07052
• Mol File: 475039-81-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: ca. 25-30℃
• Boiling Point: 325.09°C at 760 mmHg
• Flash Point: 150.409°C
• Appearance: /
• Density: 1.564g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.685
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 16.37±0.30(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 4-Bromo-3-methyl-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-3-methyl-indole(475039-81-7)
• EPA Substance Registry System: 4-Bromo-3-methyl-indole(475039-81-7)

Safety Data

• Hazardous Substances Data: 475039-81-7(Hazardous Substances Data)

Usage

General Description

4-Bromo-3-methyl-indole is a chemical compound with the molecular formula C9H8BrN. It is a derivative of indole, which is a common heterocyclic aromatic organic compound. 4-Bromo-3-methyl-indole is used in the synthesis of pharmaceuticals and as a building block for various organic reactions. It is also known for its involvement in the pharmaceutical industry, particularly in the development of potential drug candidates. 4-Bromo-3-methyl-indole possesses interesting properties that make it a valuable intermediate for the production of various pharmaceutical compounds.

InChI:InChI=1/C9H8BrN/c1-6-5-11-8-4-2-3-7(10)9(6)8/h2-5,11H,1H3

Upstream product

• 52488-36-5 4-bromo-1H-indole 
• 67-56-1 methanol 
• 475039-72-6 N-allyl-N-(2-bromoallyl)-2-fluoroaniline 
• 1978-38-7 2-fluoro-N-methylaniline 
• 348-54-9 2-Fluoroaniline 
• 117531-36-9 N-allyl-2-fluoroaniline 
• 98600-34-1 4-bromo-1H-indole-3-carbaldehyde 

Downstream Products

• 1001394-89-3 4-bromo-3-methyl-1-(phenylsulfonyl)-1H-indole 
• 1384543-18-3 3-methyl-4-{4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl}-1-(4-methoxybenzyl)-1H-indole 
• 1384543-16-1 4-bromo-1-(4-methoxybenzyl)-3-methyl-1H-indole 
• 1421251-76-4 (R)-2-(4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)acetamide 
• 1421254-18-3 (R)-2-(4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazin-1-yl)acetamide 
• 1421254-17-2 (R)-tert-butyl 4-(6-(5-isopropyl-2-methylphenyl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylpiperazine-1-carboxylate 
• 1421251-18-4 6-(5-isopropyl-2-methylphenyl)-4-methyl-2-(3-methyl-1H-indol-4-yl)-5,6,7,8-tetrahydro-1,6-naphthyridine 
• 1421253-90-8 6-(5-isopropyl-2-methylphenyl)-4-methyl-2-(3-methyl-1-tosyl-1H-indol-4-yl)-7,8-dihydro-1,6-naphthyridin-5(6H)-one 
• 1421253-89-5 methyl 4-methyl-6-(3-methyl-1-tosyl-1H-indol-4-yl)-2-vinylnicotinate 
• 1421253-88-4 methyl 2-chloro-4-methyl-6-(3-methyl-1-tosyl-1H-indol-4-yl)nicotinate 
• 1421253-83-9 6-(3-isopropyl-1-methyl-1H-pyrazol-5-yl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ol 
• 1421253-81-7 (R)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-4-(3-methyl-4-((2-nitrophenyl)sulfonyl)piperazin-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine 
• 1421253-80-6 (R)-6-benzyl-2-(3-methyl-1-tosyl-1H-indol-4-yl)-4-(3-methyl-4-((2-nitrophenyl)sulfonyl)piperazin-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine 
• 1421253-78-2 6-(4-chloro-3-isopropyl-1-methyl-1H-pyrazol-5-yl)-4-(3,3-dimethylpiperidin-1-yl)-2-(3-methyl-1-tosyl-1H-indol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine 

Relevant articles and documents

Synthesis of Pyrido[2,3-b]indole Derivatives via Rhodium-Catalyzed Cyclization of Indoles and 1-Sulfonyl-1,2,3-triazoles

Acyloxy-substituted α,β-unsaturated imines generated in situ from triazoles can act as aza-[4 C] synthons and be trapped by indoles in a stepwise [4 + 2] cycloaddition reaction, thus providing rapid access to valuable pyrido[2,3-b]indoles in high yields. Attractive features of this reaction system include operational simplicity, readily available substrates, construction of sterically demanding quaternary centers, and convenient derivatization using triflate. (Figure presented.).

Methylation of C(sp3)-H/C(sp2)-H bonds with methanol catalyzed by cobalt system

A highly efficient Co-based catalytic system, composed of a commercially available Co salt, a tetradentate phosphine ligand P-(CH2CH2PPh2)3(PP3), and a base (denoted as [Co]/PP3/base), is developed for the methylation of C(sp3)-H and C(sp2)-H bonds using methanol as a methylating reagent. The Co(BF4)2.6H2O/PP3/K2CO3 catalytic system showed high catalytic activity for the methylation of C-H bonds in aryl alkyl ketones, aryl acetonitriles, and indoles, with wide substrate scope and good functional group tolerance, and methylsubstituted products were obtained in good to excellent yields at 100 °C. This cheap, readily available, and highly efficient Co-based catalytic system may have promising applications in methylation reaction using methanol.

Iridium-catalyzed methylation of indoles and pyrroles using methanol as feedstock

Iridium-catalyzed methylation of indoles and pyrroles using methanol as the methylating agent was achieved. This transformation takes place via a borrowing hydrogen methodology under an air atmosphere, which constitutes a direct route to 3-methyl-indoles and methyl-pyrroles.