4-(1H-indol-5-yl)benzaldehyde

Base Information

• Chemical Name: 4-(1H-indol-5-yl)benzaldehyde
• CAS No.: 893736-21-5
• Molecular Formula: C15H11 N O
• Molecular Weight: 221.258
• DSSTox Substance ID: DTXSID90399738
• Wikidata: Q82202446
• ChEMBL ID: CHEMBL4098499
• Mol file: 893736-21-5.mol

Synonyms:4-(1H-indol-5-yl)benzaldehyde;893736-21-5;SCHEMBL11008;CHEMBL4098499;DTXSID90399738;FXVOOELONYJOEU-UHFFFAOYSA-N;AKOS004113902;BB 0222774;A1-20852

Chemical Property of 4-(1H-indol-5-yl)benzaldehyde

Chemical Property:

• PSA: 32.86000
• LogP: 3.64740
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=O)C2=CC3=C(C=C2)NC=C3

Technology Process of 4-(1H-indol-5-yl)benzaldehyde

There total 4 articles about 4-(1H-indol-5-yl)benzaldehyde 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: 73.0%

4-bromo-benzaldehyde (1122-91-4) + 1H-indole-5-boronic acid (144104-59-6) → 4-(1H-indol-5-yl)benzaldehyde (893736-21-5)

Guidance literature:

With potassium carbonate; In ethanol; water; at 50 ℃; for 1h; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201402858

Reference yield: 65.0%

5-bromo-1H-indole (10075-50-0) + 4-formylphenylboronic acid, (87199-17-5) → 4-(1H-indol-5-yl)benzaldehyde (893736-21-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; Inert atmosphere; Reflux;

DOI:10.1002/ardp.200700251

Reference yield: 57.0%

4-bromo-benzaldehyde (1122-91-4) + 5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (269410-24-4) → 4-(1H-indol-5-yl)benzaldehyde (893736-21-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; at 60 ℃;

DOI:10.1016/j.bmcl.2017.07.026

upstream raw materials:

5-bromo-1H-indole

4-formylphenylboronic acid,

4-bromo-benzaldehyde

1H-indole-5-boronic acid

Refernces

• 1、 Pu, Chunlan,Luo, Rong-Hua,Zhang, Mengqi,Hou, Xueyan,Yan, Guoyi,Luo, Jiang,Zheng, Yong-Tang,Li, Rui. "Design, synthesis and biological evaluation of indole derivatives as Vif inhibitors". . p. 4150 - 4155. Retrieved 2017/08/22.
• 2、 -. "NOVEL COMPOUNDS AS ANTAGONISTS OR INVERSE AGONISTS FOR OPIOID RECEPTORS". Page/Page column 79. . Retrieved 2010/09/07.