5-Methoxy-1-methyl-2-phenyl-1H-indole

Base Information

• Chemical Name: 5-Methoxy-1-methyl-2-phenyl-1H-indole
• CAS No.: 117616-09-8
• Molecular Formula: C16H15NO
• Molecular Weight: 237.301
• DSSTox Substance ID: DTXSID90555276
• Nikkaji Number: J2.577.763H
• Wikidata: Q82436582
• Mol file: 117616-09-8.mol

Synonyms:117616-09-8;5-Methoxy-1-methyl-2-phenyl-1H-indole;SCHEMBL8942111;DTXSID90555276

Chemical Property of 5-Methoxy-1-methyl-2-phenyl-1H-indole

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 237.115364102
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=C(C=C2)OC)C=C1C3=CC=CC=C3

Technology Process of 5-Methoxy-1-methyl-2-phenyl-1H-indole

There total 23 articles about 5-Methoxy-1-methyl-2-phenyl-1H-indole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

5-methoxy-N-methylindole (2521-13-3) + iodobenzene (591-50-4) → 5-methoxy-1-methyl-2-phenyl-1H-indole (117616-09-8)

Guidance literature:

With silver(I) acetate; palladium diacetate; acetic acid; for 2h; regioselective reaction; Sealed tube; Milling;

DOI:10.1021/acs.joc.9b01280

Reference yield: 89.0%

5-methoxy-2-phenylindole (5883-96-5) + methyl iodide (74-88-4) → 5-methoxy-1-methyl-2-phenyl-1H-indole (117616-09-8)

Guidance literature:

5-methoxy-2-phenylindole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.75h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol401716b

Reference yield: 86.0%

5-methoxy-N-methylindole (2521-13-3) + phenylboronic acid (98-80-6) → 5-methoxy-1-methyl-2-phenyl-1H-indole (117616-09-8)

Guidance literature:

With oxygen; acetic acid; palladium diacetate; at 20 ℃; for 8h; under 760.051 Torr;

DOI:10.1002/anie.200704619

upstream raw materials:

5-methoxy-2-phenylindole

N-(4-Methoxy-2-trimethylsilanylmethyl-phenyl)-N-methyl-benzamide

para-methoxynitrobenzene

4-methoxy-2-trimethylsilylmethylbenzanilide

Downstream raw materials:

methyl 2-(5-methoxy-1-methyl-2-phenyl-1H-indol-3-yl)acrylate

4-([1,4'-bipiperidin]-1'-ylmethyl)-1-methyl-2-phenyl-1H-indol-5-ol

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

5-methoxy-1-methyl-2-phenyl-1H-indole-3-carbonitrile