1-(1-Methyl-1H-indol-5-yl)ethanone

Base Information

• Chemical Name: 1-(1-Methyl-1H-indol-5-yl)ethanone
• CAS No.: 61640-20-8
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• DSSTox Substance ID: DTXSID40485615
• Wikidata: Q82324940
• Mol file: 61640-20-8.mol

Synonyms:1-(1-Methyl-1H-indol-5-yl)ethanone;61640-20-8;1-(1-METHYLINDOL-5-YL)ETHANONE;1-(1-Methyl-1h-indol-5-yl)ethan-1-one;5-acetyl-1-methylindole;SCHEMBL2610251;DTXSID40485615;XQQNYKROVSVLHR-UHFFFAOYSA-N;1-(1-methyl-1H-indol-5-yl)-ethanone;CS-0272098;EN300-1857196;A1-01203;J-502864

Chemical Property of 1-(1-Methyl-1H-indol-5-yl)ethanone

Chemical Property:

• PSA: 22.00000
• LogP: 2.38090
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

97% ^*data from raw suppliers

1-(1-Methyl-1H-indol-5-yl)ethanone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1)N(C=C2)C

Technology Process of 1-(1-Methyl-1H-indol-5-yl)ethanone

There total 9 articles about 1-(1-Methyl-1H-indol-5-yl)ethanone 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: 89.71%

1-(1H-indol-5-yl)ethanone (53330-94-2) + methyl iodide (74-88-4) → 1-(1-methyl-1H-indol-5-yl)ethan-1-one (61640-20-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/j.ejmech.2020.112308

Reference yield: 76.0%

1-methyl-5-(1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)-1H-indole → 1-(1-methyl-1H-indol-5-yl)ethan-1-one (61640-20-8)

Guidance literature:

With 2-(2-methoxyphenylamino)-4-(2-methoxyphenylimino)pent-2-ene; copper diacetate; In pyridine; acetic acid; acetonitrile; at 60 ℃; for 16h; chemoselective reaction;

DOI:10.1021/acscatal.9b00992

Reference yield: 59.0%

5-bromo-1-methyl-H-indole (10075-52-2) + N-Methoxy-N-methylacetamide (78191-00-1) → 1-(1-methyl-1H-indol-5-yl)ethan-1-one (61640-20-8)

Guidance literature:

5-bromo-1-methyl-H-indole; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 0.333333h; Glovebox; Inert atmosphere;

N-Methoxy-N-methylacetamide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jacs.5b08039

upstream raw materials:

5-bromo-1-methyl-H-indole

N-Methoxy-N-methylacetamide

tributyl(1-ethoxyvinyl)stannane

1-(1H-indol-5-yl)ethanone