2-(6-methoxy-1H-indol-3-yl)acetonitrile

Base Information

• Chemical Name: 2-(6-methoxy-1H-indol-3-yl)acetonitrile
• CAS No.: 23084-35-7
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• Hs Code.: 2933990090
• European Community (EC) Number: 856-205-8
• DSSTox Substance ID: DTXSID10354864
• Wikidata: Q72490041
• ChEMBL ID: CHEMBL1418017
• Mol file: 23084-35-7.mol

Synonyms:23084-35-7;2-(6-methoxy-1H-indol-3-yl)acetonitrile;6-Methoxyindole-3-acetonitrile;3-Cyanomethyl-6-methoxy-1H-indole;MLS000105014;MFCD00544228;SMR000054943;2-(6-methoxy-1H-indol-3-yl)ethanenitrile;1H-Indole-3-acetonitrile, 6-methoxy-;Cambridge id 5133068;Oprea1_734296;cid_785362;SCHEMBL2727889;CHEMBL1418017;BDBM74686;DTXSID10354864;HMS2350I11;AKOS005258991;(6-methoxy-1h-indol-3-yl)-acetonitrile;FT-0638294;M-3482;EN300-1265242;A816563;F2167-1306;Z1198154109

Chemical Property of 2-(6-methoxy-1H-indol-3-yl)acetonitrile

Chemical Property:

• Vapor Pressure: 7.09E-07mmHg at 25°C
• Melting Point: 111-112 °C(Solv: benzene (71-43-2))
• Refractive Index: 1.638
• Boiling Point: 408.3 °C at 760 mmHg
• PKA: 16.54±0.30(Predicted)
• Flash Point: 200.7 °C
• PSA: 48.81000
• Density: 1.224 g/cm³
• LogP: 2.24258
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

2-(6-Methoxy-1H-indol-3-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C(=CN2)CC#N

Technology Process of 2-(6-methoxy-1H-indol-3-yl)acetonitrile

There total 18 articles about 2-(6-methoxy-1H-indol-3-yl)acetonitrile 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: 95.0%

1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine (62467-65-6) + trimethylsilyl cyanide (7677-24-9) → 2-(6-methoxy-1H-indol-3-yl)acetonitrile (23084-35-7)

Guidance literature:

1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine; With methyl iodide; In dichloromethane; toluene; at 0 - 20 ℃; for 16h; Inert atmosphere;

trimethylsilyl cyanide; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmc.2015.12.042

Reference yield: 95.0%

1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine (62467-65-6) + trimethylsilyl cyanide (7677-24-9) + methyl iodide (74-88-4) → 2-(6-methoxy-1H-indol-3-yl)acetonitrile (23084-35-7)

Guidance literature:

1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine; methyl iodide; With tetrabutyl ammonium fluoride; In dichloromethane; toluene; at 20 ℃; for 16h; Inert atmosphere;

trimethylsilyl cyanide; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

Reference yield: 95.0%

1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine (62467-65-6) + methyl iodide (74-88-4) → 2-(6-methoxy-1H-indol-3-yl)acetonitrile (23084-35-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;

upstream raw materials:

6-methoxylindole

1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine

sodium cyanide

6-methoxy-3-((trimethyl-14-azaneyl)methyl)-1H-indole iodide

Downstream raw materials:

2-(6-methoxy-1H-indol-3-yl)ethanamine

2-(6-methoxy-1H-indol-3-yl)acetic acid

6-methoxy-1H-indole-3-acetic acid methyl ester

harmine