1H-Indole, 3-methyl-1-[(trimethylsilyl)methyl]-

Base Information

• Chemical Name: 1H-Indole, 3-methyl-1-[(trimethylsilyl)methyl]-
• CAS No.: 100208-15-9
• Molecular Formula: C13H19NSi
• Molecular Weight: 217.386
• DSSTox Substance ID: DTXSID50543997
• Wikidata: Q82420972
• Mol file: 100208-15-9.mol

Synonyms:100208-15-9;1H-Indole, 3-methyl-1-[(trimethylsilyl)methyl]-;DTXSID50543997;trimethyl-[(3-methylindol-1-yl)methyl]silane;3-Methyl-1-[(trimethylsilyl)methyl]-1H-indole

Chemical Property of 1H-Indole, 3-methyl-1-[(trimethylsilyl)methyl]-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 217.128676145
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C2=CC=CC=C12)C[Si](C)(C)C

Technology Process of 1H-Indole, 3-methyl-1-[(trimethylsilyl)methyl]-

There total 2 articles about 1H-Indole, 3-methyl-1-[(trimethylsilyl)methyl]- 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: 72.0%

3-Methylindole (83-34-1) + iodo(trimethylsilyl)methane (4206-67-1) → 3-methyl-1-<(trimethylsilyl)methyl>indole (100208-15-9)

Guidance literature:

3-Methylindole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

iodo(trimethylsilyl)methane; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1039/c9cc05838a

Reference yield: 60.0%

3-Methylindole (83-34-1) + Chloromethyltrimethylsilane (2344-80-1) → 3-methyl-1-<(trimethylsilyl)methyl>indole (100208-15-9)

Guidance literature:

3-Methylindole; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.583333h; Inert atmosphere; Schlenk technique;

Chloromethyltrimethylsilane; With sodium iodide; In tetrahydrofuran; at 60 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c01207

Reference yield: 99.0%

4-bromobenzenecarbonitrile (623-00-7) + 3-methyl-1-<(trimethylsilyl)methyl>indole (100208-15-9) → 4-((3-methyl-1H-indol-1-yl)methyl)benzonitrile

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 0 - 20 ℃; for 20h; chemoselective reaction; Sealed tube; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1021/acs.orglett.1c01207

upstream raw materials:

3-Methylindole

iodo(trimethylsilyl)methane

Chloromethyltrimethylsilane

Downstream raw materials:

8a,9-dihydro-5-methyl-7-phenyl-5H-pyrrolo<3',4':3,4>pyrrolo<1,2-a>indole-6,8(5bH,7H)-dione

trans-2,3-dihydro-9-methyl-1,2-bis(phenylsulfonyl)-1H-pyrrolo<1,2-a>indole

2,3-dihydro-1-cyano-9-methyl-1H-pyrrolo<1,2-a>indole