2-Methyl-3-phenyl-1H-indole

Base Information

• Chemical Name: 2-Methyl-3-phenyl-1H-indole
• CAS No.: 4757-69-1
• Molecular Formula: C15H13 N
• Molecular Weight: 207.275
• NSC Number: 135866
• DSSTox Substance ID: DTXSID80300297
• Nikkaji Number: J45.395A
• Wikidata: Q63392826
• ChEMBL ID: CHEMBL3605920
• Mol file: 4757-69-1.mol

Synonyms:2-Methyl-3-phenyl-1H-indole;4757-69-1;2-Methyl-3-phenylindole;Indole, 2-methyl-3-phenyl-;1H-Indole, 2-methyl-3-phenyl-;NSC135866;CHEMBL3605920;SCHEMBL17383846;DTXSID80300297;2-Methyl-3-phenyl-1H-indole #;FLOZFGKBZCCIHS-UHFFFAOYSA-N;STK118031;AKOS004901912;CCG-317497;NSC-135866;Q63392826

Chemical Property of 2-Methyl-3-phenyl-1H-indole

Chemical Property:

• Vapor Pressure: 1.3E-05mmHg at 25°C
• Boiling Point: 379.2°Cat760mmHg
• PKA: 17.32±0.30(Predicted)
• Flash Point: 167.3°C
• PSA: 15.79000
• Density: 1.129g/cm³
• LogP: 4.14330
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 232

Purity/Quality:

99% ^*data from raw suppliers

2-METHYL-3-PHENYL-1H-INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2N1)C3=CC=CC=C3

Technology Process of 2-Methyl-3-phenyl-1H-indole

There total 70 articles about 2-Methyl-3-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: 100.0%

β-methyl-β-nitro-α-phenylstyrene (15795-69-4) → 2-methyl-3-phenyl-1H-indole (4757-69-1)

Guidance literature:

With triethyl phosphite; at 150 ℃; for 2h;

DOI:10.1021/jo00050a026

Reference yield: 98.0%

1-nitro-2-(1-phenyl-1-propen-1-yl)benzene (1310481-67-4) → 2-methyl-3-phenyl-1H-indole (4757-69-1)

Guidance literature:

With carbon monoxide; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 120 ℃; for 72h; under 4560.31 Torr; chemoselective reaction; Autoclave;

DOI:10.1016/j.tet.2011.03.029

Reference yield: 98.0%

2-nitrophenyl bromide (577-19-5) + propiophenone N-tosylhydrazone (17336-66-2) → 2-methyl-3-phenyl-1H-indole (4757-69-1) + 1-nitro-2-(1-phenyl-1-propen-1-yl)benzene (1310481-67-4)

Guidance literature:

2-nitrophenyl bromide; propiophenone N-tosylhydrazone; With bis-triphenylphosphine-palladium(II) chloride; lithium tert-butoxide; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

With carbon monoxide; 1,3-bis-(diphenylphosphino)propane; In 1,4-dioxane; at 140 ℃; for 72h; under 4560.31 Torr; Reagent/catalyst; Temperature; Inert atmosphere;

DOI:10.1016/j.tet.2021.132331

upstream raw materials:

3-methyl-4-phenylcinnoline

1-phenyl-propan-2-one phenylhydrazone

2-methyl-1H-indole

triphenylbismuth bis(trifluoroacetate)

Downstream raw materials:

1-(2-cyanoethyl)-2-methyl-3-phenylindole

3-phenyl-1H-indole-2-carbaldehyde

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

5-Aminomethyl-2-methyl-3-phenylindole

Refernces

• 1、 Rahman, S. M. Ashikur,S?derberg, Bj?rn C. G.. "A palladium-catalyzed Barluenga cross-coupling – Reductive cyclization sequence to substituted indoles". . . Retrieved 2021/07/20.
• 2、 Camp, Clément,Canivet, Jér?me,Clot, Eric,Demarcy, Clément,Mohr, Yorck,Quadrelli, Elsje Alessandra,Renom-Carrasco, Marc,Thieuleux, Chloé,Wisser, Florian M.. "Regiospecificity in Ligand-Free Pd-Catalyzed C-H Arylation of Indoles: LiHMDS as Base and Transient Directing Group". . p. 2713 - 2719. Retrieved 2020/03/11.