5-methoxy-2-phenyl-1H-indole

Base Information

• Chemical Name: 5-methoxy-2-phenyl-1H-indole
• CAS No.: 5883-96-5
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Hs Code.: 2933990090
• European Community (EC) Number: 653-843-7
• NSC Number: 159031
• DSSTox Substance ID: DTXSID30303551
• Nikkaji Number: J506.863K
• Wikidata: Q82048900
• ChEMBL ID: CHEMBL570470
• Mol file: 5883-96-5.mol

Synonyms:5-methoxy-2-phenyl-1H-indole;5883-96-5;1H-Indole,5-methoxy-2-phenyl-;5-Methoxy-2-phenylindole;MLS000756296;SMR000528669;NSC159031;2-phenyl-5-methoxyindole;Bionet2_000700;Oprea1_239121;MLS001165629;CHEMBL570470;SCHEMBL1429201;DTXSID30303551;XLYAWBZMLNSOBU-UHFFFAOYSA-N;HMS1365P18;HMS2883E10;MFCD00087325;AKOS005098817;NSC-159031;FT-0714941;D78616;6R-0301

Chemical Property of 5-methoxy-2-phenyl-1H-indole

Chemical Property:

• Vapor Pressure: 4.16E-07mmHg at 25°C
• Refractive Index: 1.65
• Boiling Point: 427.2 °C at 760 mmHg
• Flash Point: 154.1 °C
• PSA: 25.02000
• Density: 1.167 g/cm³
• LogP: 3.84350
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

5-methoxy-2-phenyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=C2)C3=CC=CC=C3

Technology Process of 5-methoxy-2-phenyl-1H-indole

There total 74 articles about 5-methoxy-2-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: 99.0%

5-methoxylindole (1006-94-6) + iodobenzene (591-50-4) → 5-methoxy-2-phenylindole (5883-96-5)

Guidance literature:

With norborn-2-ene; dichloro bis(acetonitrile) palladium(II); potassium carbonate; In N,N-dimethyl acetamide; water; at 70 ℃; regioselective reaction;

DOI:10.1016/j.tetlet.2017.04.066

Reference yield: 98.0%

C15H13N3O (1054566-70-9) → 5-methoxy-2-phenylindole (5883-96-5)

Guidance literature:

With rhodium(II) perfluorobutyrate dimer; In toluene; at 60 ℃; for 16h; Molecular sieve;

DOI:10.1002/anie.200800689

Reference yield: 98.0%

5-methoxy-2-phenyl-2,3-dihydro-indole (54888-61-8) → 5-methoxy-2-phenylindole (5883-96-5)

Guidance literature:

With monoamine oxidase D₁₁; In aq. phosphate buffer; dimethyl sulfoxide; at 37 ℃; for 168h; pH=7.8; Enzymatic reaction;

DOI:10.1021/acscatal.0c01351

upstream raw materials:

4-methoxy-aniline

α-bromoacetophenone

benzoic acid methyl ester

4-methoxy-2-trimethylsilylmethylbenzanilide

Downstream raw materials:

5-methoxy-1-methyl-2-phenyl-1H-indole

2-benzoylamino-5-methoxy-benzoic acid

5-Methoxy-3-((E)-2-nitro-vinyl)-2-phenyl-1H-indole

5-Methoxy-2-methyl-2-phenyl-1,2-dihydro-indol-3-one

Refernces

• 1、 Yuan, Wenkai,Huang, Jie,Xu, Xin,Wang, Long,Tang, Xiang-Ying. "B(C6F5)3-Catalyzed Electron Donor-Acceptor Complex-Mediated Aerobic Sulfenylation of Indoles under Visible-Light Conditions". supporting information. p. 7139 - 7143. Retrieved 2021/09/14.
• 2、 Delgado, Francisco,Gutiérrez, Rsuini U.,Hernández-Montes, Mayra,Mendieta-Moctezuma, Aarón,Tamariz, Joaquín. "Regioselective mercury(I)/palladium(II)-catalyzed single-step approach for the synthesis of imines and 2-substituted indoles". . . Retrieved 2021/07/21.