N-[2-(1H-indol-3-yl)ethyl]-4-methoxybenzamide

Base Information

• Chemical Name: N-[2-(1H-indol-3-yl)ethyl]-4-methoxybenzamide
• CAS No.: 73054-08-7
• Molecular Formula: C18H18N2O2
• Molecular Weight: 294.353
• DSSTox Substance ID: DTXSID001325594
• ChEMBL ID: CHEMBL1531407

Synonyms:N-[2-(1H-indol-3-yl)ethyl]-4-methoxybenzamide;Cambridge id 5106764;Oprea1_394222;Oprea1_680144;CBDivE_002358;73054-08-7;MLS001207710;N-[2-(1H-Indol-3-yl)-ethyl]-4-methoxy-benzamide;CHEMBL1531407;DTXSID001325594;HMS2816E16;HMS3429C04;STK043394;AKOS000623808;SMR000517334;GI-558807;EU-0045234;AB00073768-01;Z26395474

Chemical Property of N-[2-(1H-indol-3-yl)ethyl]-4-methoxybenzamide

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 294.136827821
• Heavy Atom Count: 22
• Complexity: 366

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)NCCC2=CNC3=CC=CC=C32

Technology Process of N-[2-(1H-indol-3-yl)ethyl]-4-methoxybenzamide

There total 5 articles about N-[2-(1H-indol-3-yl)ethyl]-4-methoxybenzamide 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: 93.0%

1-bromo-4-methoxy-benzene (104-92-7) + tryptamine (61-54-1) + carbon monoxide (201230-82-2) → N-(2-(1H-indol-3-yl)ethyl)-4-methoxybenzamide (73054-08-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; dicobalt octacarbonyl; In tert-Amyl alcohol; for 24h; under 1520.1 Torr; Irradiation;

DOI:10.1039/d0sc02178d

Reference yield: 89.0%

tryptamine hydochloride (343-94-2) + 4-methoxy-benzoyl chloride (100-07-2) → N-(2-(1H-indol-3-yl)ethyl)-4-methoxybenzamide (73054-08-7)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; for 1h; Ambient temperature;

Reference yield: 87.0%

tryptamine (61-54-1) + 4-methoxy-benzoyl chloride (100-07-2) → N-(2-(1H-indol-3-yl)ethyl)-4-methoxybenzamide (73054-08-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.3390/molecules23010102

upstream raw materials:

tryptamine hydochloride

4-methoxy-benzoyl chloride

tryptamine

2,2-dibromo-1-(4-methoxyphenyl)ethanone

Downstream raw materials:

3-(2-(4-methoxyphenyl)-5-oxazolyl)indole

N-(4-methoxybenzoyl)-β-oxotryptamine

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