144104-46-1

Basic information

• Product Name: 5-(4-METHOXY-PHENYL)-1H-INDOLE
• Synonyms: 5-(4-METHOXY-PHENYL)-1H-INDOLE;AKOS BAR-0447;5-(4-Methoxyphenyl)indole
• CAS NO: 144104-46-1
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.27
• Mol File: 144104-46-1.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 425.1°C at 760 mmHg
• Flash Point: 153.4°C
• Appearance: /
• Density: 1.167g/cm³
• Vapor Pressure: 4.88E-07mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 5-(4-METHOXY-PHENYL)-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-METHOXY-PHENYL)-1H-INDOLE(144104-46-1)
• EPA Substance Registry System: 5-(4-METHOXY-PHENYL)-1H-INDOLE(144104-46-1)

Safety Data

• Hazardous Substances Data: 144104-46-1(Hazardous Substances Data)

Usage

General Description

5-(4-Methoxy-phenyl)-1H-indole, also known as 4-Methyl-5-methoxyindole, is a chemical compound with the molecular formula C15H13NO. It is an indole derivative with a methoxy group attached to the 4th position of the phenyl ring. 5-(4-METHOXY-PHENYL)-1H-INDOLE is commonly used in organic synthesis and pharmaceutical research due to its potential pharmacological properties. It has been studied for its potential therapeutic applications, including its role in treating various medical conditions such as inflammation, cancer, and psychiatric disorders. Additionally, 5-(4-Methoxy-phenyl)-1H-indole may also have applications in the development of new drugs and medications.

InChI:InChI=1/C15H13NO/c1-17-14-5-2-11(3-6-14)12-4-7-15-13(10-12)8-9-16-15/h2-10,16H,1H3

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 144104-59-6 1H-indole-5-boronic acid 
• 10075-50-0 5-bromo-1H-indole 
• 5720-07-0 4-methoxyphenylboronic acid 
• 623-12-1 4-chloromethoxybenzene 
• 317830-84-5 (1-(tert-butoxycarbonyl)-1H-indol-5-yl)boronic acid 
• 696-62-8 para-iodoanisole 
• 75400-67-8 indole-1-carboxylic acid tert-butyl ester 
• 69519-11-5 2-(4-methoxyphenyl)-[1,3,2]-dioxaborolane 
• 16066-91-4 5-iodo-1H-indole 

Downstream Products

• 1276031-07-2 (Z)-5-(4-methoxyphenyl)-1-styryl-1H-indole 
• 1396300-15-4 10-(4-methoxyphenyl)-6-p-tolylindolo[2,1-a]isoquinoline 
• 1396300-25-6 6-(4-ethylphenyl)-10-(4-methoxyphenyl)indolo[2,1-a]isoquinoline 
• 1396300-18-7 6-(4-butylphenyl)-10-(4-methoxyphenyl)indolo[2,1-a]isoquinoline 
• 1396300-21-2 6-(biphenyl-4-yl)-10-(4-methoxyphenyl)indolo[2,1-a]isoquinoline 
• 1396300-29-0 6-(3-methoxyphenyl)-10-(4-methoxyphenyl)indolo[2,1-a]isoquinoline 
• 1396300-32-5 10-(4-methoxyphenyl)-6-(4-phenoxyphenyl)indolo[2,1-a]isoquinoline 
• 1418136-25-0 2-bromo-5-(4-methoxyphenyl)-1H-indole 

Relevant articles and documents

Cp?Co(III)-Catalyzed enantioselective hydroarylation of unactivated terminal alkenes via C-H activation

Enantioselective hydroarylation of unactivated terminal akenes constitutes a prominent challenge in organic chemistry. Herein, we reported a Cp*Co(III)-catalyzed asymmetric hydroarylation of unactivated aliphatic terminal alkenes assisted by a new type of tailor-made amino acid ligands. Critical to the chiral induction was the engaging of a novel noncovalent interaction (NCI), which has seldomly been disclosed in the C-H activation area, arising from the molecular recognition among the organocobalt(III) intermediate, the coordinated alkene, and the well-designed chiral ligand. A broad range of C2-alkylated indoles were obtained in high yields and excellent enantioselectivities. DFT calculations revealed the reaction mechanism and elucidated the origins of chiral induction in the stereodetermining alkene insertion step.

A NaH-promoted N-detosylation reaction of diverse p-toluenesulfonamides

A NaH-mediated detosylation reaction of various Ts-protected indoles, azaheterocycles, anilines and dibenzylamine was reported. The method features cheap reagent, convenient operations, mild reaction conditions and broad substrate scope. Moreover, this study revealed that the loading of NaH in tosylation reactions of nitrogen-containing compounds with NaH as a base in DMA or DMF should be controlled due to the possibility of adverse detosylation.

Synthesis of heterobiaryls via Suzuki-Miyaura coupling reaction of potassium aryltrifluoroborates with heteroaryl halides in aqueous systems

A variety of heterobiaryl compounds have been synthesized by the Suzuki-Miyaura coupling reactions of heteroaryl halides with potassium aryltrifluoroborates. Pd (OAc)2 was found to be highly efficient for the Suzuki-Miyaura coupling reactions of various heteroaryl halides with potassium aryltrifluoroborates in aqueous systems, delivering the corresponding heterobiaryl compounds in good to excellent yields.