Ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl](oxo)acetate

Base Information

• Chemical Name: Ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl](oxo)acetate
• CAS No.: 845548-50-7
• Molecular Formula: C20H18BrNO5
• Molecular Weight: 0
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID70479446
• Wikidata: Q82313465
• Mol file: 845548-50-7.mol

Synonyms:845548-50-7;DTXSID70479446;Ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl](oxo)acetate

Chemical Property of Ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl](oxo)acetate

Chemical Property:

• PSA: 77.62000
• LogP: 4.36040
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 431.03684
• Heavy Atom Count: 27
• Complexity: 537

Purity/Quality:

[3-(4-BROMO-PHENYL)-4,6-DIMETHOXY-1H-INDOL-7-YL]-OXO-ACETIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=C(C=C(C2=C1NC=C2C3=CC=C(C=C3)Br)OC)OC

Technology Process of Ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl](oxo)acetate

There total 2 articles about Ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl](oxo)acetate 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: 35.0%

oxalyl dichloride (79-37-8) + ethanol (64-17-5) + 3-(4-bromophenyl)-4,6-dimethoxy-1H-indole (74794-91-5) → ethyl 3-(4-bromophenyl)-4,6-dimethoxyindole-2-carboxylate + ethyl 2-[3'-(4''-bromophenyl)-4',6'-dimethoxyindol-2'-yl]glyoxylate (845548-40-5) + ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl]glyoxylate (845548-50-7)

Guidance literature:

oxalyl dichloride; 3-(4-bromophenyl)-4,6-dimethoxy-1H-indole; In dichloromethane; at 0 ℃; for 0.333333h;

ethanol; In dichloromethane; for 2h; Heating;

DOI:10.1016/j.tet.2004.11.026

Reference yield: 18.0%

oxalyl dichloride (79-37-8) + ethanol (64-17-5) + 3-(4-bromophenyl)-4,6-dimethoxy-1H-indole (74794-91-5) → ethyl 2-[3'-(4''-bromophenyl)-4',6'-dimethoxyindol-2'-yl]glyoxylate (845548-40-5) + ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl]glyoxylate (845548-50-7)

Guidance literature:

oxalyl dichloride; 3-(4-bromophenyl)-4,6-dimethoxy-1H-indole; In diethyl ether; at 20 ℃; for 3h;

ethanol; for 2h; Further stages.;

DOI:10.1016/j.tet.2007.08.026

Reference yield: 85.0%

ethyl [3-(4-bromophenyl)-4,6-dimethoxy-1H-indol-7-yl]glyoxylate (845548-50-7) → ethyl 3-(4-bromophenyl)-4,6-dimethoxy-2-nitroindole-7-glyoxylate

Guidance literature:

With nitric acid; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2004.11.026

upstream raw materials:

oxalyl dichloride

ethanol

3-(4-bromophenyl)-4,6-dimethoxy-1H-indole