3-phenyl-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 3-phenyl-1H-indole-2-carboxylic acid
• CAS No.: 6915-67-9
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.258
• Hs Code.: 2933990090
• European Community (EC) Number: 858-463-7
• DSSTox Substance ID: DTXSID10377078
• Wikidata: Q82166130
• ChEMBL ID: CHEMBL1559952
• Mol file: 6915-67-9.mol

Synonyms:3-phenyl-1H-indole-2-carboxylic acid;6915-67-9;SMR000126591;MLS000594412;Phenylindolcarbonsaure;Oprea1_553827;SCHEMBL3091466;CHEMBL1559952;3-phenylindole-2-carboxylic acid;DTXSID10377078;HMS2349B06;MFCD00974212;AKOS000167992;CS-0260503;FT-0636289;2M-923;EN300-7536218;3-Phenyl-1H-indole-2-carboxylic acid, AldrichCPR;A866898;SR-01000666883;J-513032;SR-01000666883-2

Chemical Property of 3-phenyl-1H-indole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 9.5E-10mmHg at 25°C
• Melting Point: 195-197oC
• Boiling Point: 472.9oC at 760 mmHg
• Flash Point: 239.8oC
• PSA: 53.09000
• Density: 1.32g/cm3
• LogP: 3.53310
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

97% ^*data from raw suppliers

3-Phenyl-1H-indole-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(NC3=CC=CC=C32)C(=O)O
• Uses: 3-Phenyl-1H-indole-2-carboxylic Acid is one of the reagents in the preparation of cholesterol acyltransferase inhibitors.

Technology Process of 3-phenyl-1H-indole-2-carboxylic acid

There total 12 articles about 3-phenyl-1H-indole-2-carboxylic acid 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: 95.0%

ethyl 3-phenyl-1H-indole-2-carboxylate (37129-23-0) → 3-phenyl-1H-indole-2-carboxylic acid (6915-67-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 12h;

Reference yield: 11.0%

2-methyl-3-phenyl-1H-indole (4757-69-1) → 3-phenyl-1H-indole-2-carbaldehyde (6915-66-8) + 3-phenyl-1H-indole-2-carboxylic acid (6915-67-9) + 5,6,11b,12-tetrahydro-11b,13-diphenyl-pyrido[1,2-a:5,4-b']diindole-6-one

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 130 ℃; for 5h;

DOI:10.1002/jhet.5570370543

Reference yield:

ethyl 3-phenyl-1-(phenylsulfonyl)-1H-indole-2-carboxylate → 3-phenyl-1H-indole-2-carboxylic acid (6915-67-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 60 ℃;

DOI:10.1016/j.bmc.2015.12.019

upstream raw materials:

ethyl 3-phenyl-1H-indole-2-carboxylate

2-methyl-3-phenyl-1H-indole

methyl 3-phenyl-1H-indole-2-carboxylate

N-(1-methyl-2-phenyl-ethylidene)-N'-phenyl-hydrazine

Downstream raw materials:

3-phenyl-1H-indole

3-phenyl-indole-2-carbonyl chloride

3-phenylindole-2-carboxamide

methyl 3-phenyl-1H-indole-2-carboxylate