diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine

Base Information

• Chemical Name: diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine
• CAS No.: 190182-60-6
• Molecular Formula: C14H20N2O
• Molecular Weight: 232.32
• Mol file: 190182-60-6.mol

Synonyms:diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine

Chemical Property of diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine

Chemical Property:

• PSA: 28.26000
• LogP: 3.01830

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine

There total 1 articles about diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine 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: 98.0%

5-methoxylindole (1006-94-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + diethylamine (109-89-7) → diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine (190182-60-6)

Guidance literature:

With acetic acid; at 6 - 21 ℃; for 17.5h; Et₂NH in AcOH and 30 min after aq. CH₂O mixing at 6 deg C; pouring into a pre-cooled indole; quenching with 10 percent NaOH;

DOI:10.1111/j.2042-7158.1997.tb06789.x

Reference yield: 90.0%

diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine (190182-60-6) + methyl iodide (74-88-4) → 5-methoxyindole-3-acetonitrile (2436-17-1)

Guidance literature:

In tetrahydrofuran; water; MeI adding to a pre-cooled indole (5 deg C) in THF; stirring overnight; aq. KCN adding; stirring at reflux under Ar;

DOI:10.1111/j.2042-7158.1997.tb06789.x

Reference yield: 74.0%

potassium cyanide (151-50-8) + diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine (190182-60-6) → 5-methoxyindole-3-acetonitrile (2436-17-1)

Guidance literature:

diethyl-(5-methoxy-1H-indol-3-ylmethyl)-amine; With methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

potassium cyanide; In tetrahydrofuran; for 2h; Further stages.; Heating;

DOI:10.1016/j.bmcl.2007.05.101

upstream raw materials:

5-methoxylindole

formaldehyd

diethylamine

Downstream raw materials:

5-methoxyindole-3-acetonitrile

3-(cyanomethyl)-5-methoxy-1H-indol-1-carboxylic acid tertbutyl ester

methyl 3-Amino-2-(5-methoxy-1H-indol-3-yl)propanoate Hydrochloride

Refernces

• 1、 Perez-Alvarez, Victor,Morales-Rios, Martha S.,Hong, Enrique,Joseph-Nathan, Pedro. "Synthesis of 3-Amino-2-(3-indolyl)propanol and propanoate derivatives and preliminary cardiovascular evaluation in rats". . p. 246 - 252. Retrieved 2007/10/03.