ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate

Base Information

• Chemical Name: ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate
• CAS No.: 201929-84-2
• Molecular Formula: C12H10 F3 N O2
• Molecular Weight: 257.21
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50589597
• Wikidata: Q72512057
• Mol file: 201929-84-2.mol

Synonyms:201929-84-2;Ethyl 5-(trifluoromethyl)indole-2-carboxylate;ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate;5-(Trifluoromethyl)indole-2-carboxylic acid ethyl ester;5-Trifluoromethyl-1H-indole-2-carboxylic acid ethyl ester;Ethyl5-(trifluoromethyl)indole-2-carboxylate;ethyl 5-trifluoromethyl-1H-indole-2-carboxylate;SCHEMBL926927;DTXSID50589597;BBL021673;LH0052;MFCD07781196;STK894389;AKOS005144212;SB15233;NCGC00336916-01;AC-26208;AS-33208;CS-0037973;A22136;EN300-392793;AB01329991-02;J-521073;5-Trifluoromethyl-1H-indole-2-carboxylic acidethyl ester;20199-84-2

Chemical Property of ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate

Chemical Property:

• Vapor Pressure: 3.35E-07mmHg at 25°C
• Boiling Point: 402.5°C at 760 mmHg
• Flash Point: 197.2°C
• PSA: 42.09000
• Density: 1.549g/cm³
• LogP: 3.36340
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 257.06636305
• Heavy Atom Count: 18
• Complexity: 319

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl5-(trifluoromethyl)indole-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(N1)C=CC(=C2)C(F)(F)F

Technology Process of ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate

There total 8 articles about ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate 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: 71.0%

Ethyl isocyanoacetate (2999-46-4) + 2-bromo-5-(trifluoromethyl)benzaldehyde (102684-91-3) → ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate (201929-84-2)

Guidance literature:

With copper(l) iodide; caesium carbonate; In dimethyl sulfoxide; at 50 ℃; Inert atmosphere;

Reference yield: 44.0%

ethyl acetamidoacetate (1906-82-7) + 2-bromo-5-(trifluoromethyl)benzaldehyde (102684-91-3) → ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate (201929-84-2)

Guidance literature:

With copper(l) iodide; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.035

Reference yield: 39.0%

2-oxo-propionic acid ethyl ester (617-35-6) + 4-trifluoromethylphenylamine (455-14-1) → ethyl 5-(trifluoromethyl)-1H-indole-2-carboxylate (201929-84-2)

Guidance literature:

With oxygen; palladium diacetate; acetic acid; In dimethyl sulfoxide; at 70 ℃; for 48h; under 760.051 Torr; Schlenk technique; Molecular sieve;

DOI:10.1021/acs.joc.8b02180

upstream raw materials:

4-(trifluoromethyl)phenylhydrazine

Ethyl isocyanoacetate

2-bromo-5-(trifluoromethyl)benzaldehyde

ethyl acetamidoacetate

Downstream raw materials:

C₂₄H₁₇F₅N₂O₃

C₂₄H₁₇F₅N₂O₃

Refernces

• 1、 -. "Synthesis method for preparing 2-substituted indole derivative". Paragraph 0127-0130. . Retrieved 2019/05/28.
• 2、 Ren, Long,Nan, Guanglei,Wang, Yongcheng,Xiao, Zhiyan. "Carboxylic Acid-Promoted Single-Step Indole Construction from Simple Anilines and Ketones via Aerobic Cross-Dehydrogenative Coupling". . p. 14472 - 14488. Retrieved 2018/11/23.