5-(4-(Trifluoromethyl)phenyl)-1H-indole

Base Information

• Chemical Name: 5-(4-(Trifluoromethyl)phenyl)-1H-indole
• CAS No.: 163105-69-9
• Molecular Formula: C15H10F3N
• Molecular Weight: 261.24200
• DSSTox Substance ID: DTXSID20437051
• Nikkaji Number: J2.191.806G
• Wikidata: Q82252408
• Mol file: 163105-69-9.mol

Synonyms:5-(4-(Trifluoromethyl)phenyl)-1H-indole;163105-69-9;5-[4-(trifluoromethyl)phenyl]-1H-indole;SCHEMBL7084999;DTXSID20437051;NUCXSZRYNNYZIB-UHFFFAOYSA-N;5-(4-Trifluoromethylphenyl)indole;5-(4-(Trifluoromethyl)phenyl)indole;AKOS004119024;1h-indole,5-[4-(trifluoromethyl)phenyl]-;BB 0223603;CS-0447705

Chemical Property of 5-(4-(Trifluoromethyl)phenyl)-1H-indole

Chemical Property:

• PSA: 15.79000
• LogP: 4.85370
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 261.07653381
• Heavy Atom Count: 19
• Complexity: 307

Purity/Quality:

95% ^*data from raw suppliers

5-(4-(Trifluoromethyl)phenyl)-1H-indole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC3=C(C=C2)NC=C3)C(F)(F)F

Technology Process of 5-(4-(Trifluoromethyl)phenyl)-1H-indole

There total 5 articles about 5-(4-(Trifluoromethyl)phenyl)-1H-indole 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: 94.0%

5-bromo-1H-indole (10075-50-0) + potassium 4-(trifluoromethyl)phenyltrifluoroborate → 5-(4-(trifluoromethyl)phenyl)-1H-indole (163105-69-9)

Guidance literature:

With palladium diacetate; sodium carbonate; In ethanol; water; at 80 ℃; for 4h;

DOI:10.1002/aoc.4831

Reference yield: 78.0%

5-bromo-1H-indole (10075-50-0) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 5-(4-(trifluoromethyl)phenyl)-1H-indole (163105-69-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; for 24h;

DOI:10.1016/j.tetlet.2019.151040

Reference yield: 64.0%

4-chlorobenzotrifluoride (98-56-6) + 1H-indole-5-boronic acid (144104-59-6) → 5-(4-(trifluoromethyl)phenyl)-1H-indole (163105-69-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; caesium carbonate; POPd₂; In water; N,N-dimethyl-formamide; at 150 ℃; for 0.25h; microwave irradiation;

DOI:10.1021/jo047975c

upstream raw materials:

4-chlorobenzotrifluoride

1H-indole-5-boronic acid

5-bromo-1H-indole

4-trifluoromethylphenylboronic acid

Downstream raw materials:

3-(3-(5-(4-(trifluoromethyl)phenyl)-1H-indol-1-yl)benzylamino)benzoic acid

C₂₂H₁₄F₃NO

Refernces

• 1、 Fan, Jun,Hong, Xin,Liu, Lei,Liu, Yan-Hua,Shi, Bing-Feng,Xie, Pei-Pei,Zhang, Zhuo-Zhuo. "Cp?Co(III)-Catalyzed enantioselective hydroarylation of unactivated terminal alkenes via C-H activation". supporting information. p. 19112 - 19120. Retrieved 2021/11/26.
• 2、 Hussain, Mulla Althafh,Khan, Faiz Ahmed. "Total synthesis of (±) aspidostomide B, C, regioisomeric N-methyl aspidostomide D and their derivatives". supporting information. . Retrieved 2019/08/20.