2-Phenyl-4-azaindole

Base Information

• Chemical Name: 2-Phenyl-4-azaindole
• CAS No.: 25797-03-9
• Molecular Formula: C13H10N2
• Molecular Weight: 194.236
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60461911
• Nikkaji Number: J1.338.870I
• Mol file: 25797-03-9.mol

Synonyms:2-Phenyl-4-azaindole;25797-03-9;2-Phenyl-1H-pyrrolo[3,2-b]pyridine;SCHEMBL6489332;DTXSID60461911;MHTVGGZESFVQIQ-UHFFFAOYSA-N;MFCD09908215;AKOS006313972;FS-2728;1H-Pyrrolo[3,2-b]pyridine,2-phenyl-;AM20210047;CS-0156405;FT-0646075;A877474

Chemical Property of 2-Phenyl-4-azaindole

Chemical Property:

• Vapor Pressure: 1.81E-06mmHg at 25°C
• Melting Point: 235-242 °C
• Refractive Index: 1.688
• Boiling Point: 407.2 °C at 760 mmHg
• PKA: 14.46±0.40(Predicted)
• Flash Point: 185.5 °C
• PSA: 28.68000
• Density: 1.211 g/cm³
• LogP: 3.22990
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 194.084398327
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

98%min ^*data from raw suppliers

2-Phenyl-4-azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=C(N2)C=CC=N3

Technology Process of 2-Phenyl-4-azaindole

There total 30 articles about 2-Phenyl-4-azaindole 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: 82.0%

3-amino-2-bromopyridine (39856-58-1) + 1-bromovinylbenzene (98-81-7) → 2-phenyl-1H-pyrrolo[3,2-b]pyridine (25797-03-9)

Guidance literature:

With bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; XPhos; In tert-butyl alcohol; at 110 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01500

Reference yield: 80.0%

2-phenyl-1H-pyrrolo[3,2-b]pyridine 4-oxide (945607-88-5) → 2-phenyl-1H-pyrrolo[3,2-b]pyridine (25797-03-9)

Guidance literature:

With phosphorus trichloride; In chloroform; at 80 ℃; for 7h;

DOI:10.1021/jo070460b

Reference yield: 80.0%

2-(phenyethynyl)-3-pyridinylamine (288254-71-7) → 2-phenyl-1H-pyrrolo[3,2-b]pyridine (25797-03-9)

Guidance literature:

With potassium tert-butylate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h;

DOI:10.1080/00397910701397359

upstream raw materials:

(E)-1-phenyl-N-(pyridin-3-yl)ethan-1-imine

2-(phenyethynyl)-3-pyridinylamine

2-phenyl-1H-pyrrolo[3,2-b]pyridin-1-ol

2-phenyl-1H-pyrrolo[3,2-b]pyridine 4-oxide

Downstream raw materials:

tert-butyl 2-phenyl-1H-pyrrolo[3,2-b]pyridine-1-carboxylate

Refernces

• 1、 Garai, Sumanta,Kulkarni, Pushkar M.,Schaffer, Peter C.,Leo, Luciana M.,Brandt, Asher L.,Zagzoog, Ayat,Black, Tallan,Lin, Xiaoyan,Hurst, Dow P.,Janero, David R.,Abood, Mary E.,Zimmowitch, Anaelle,Straiker, Alex,Pertwee, Roger G.,Kelly, Melanie,Szczesniak, Anna-Maria,Denovan-Wright, Eileen M.,Mackie, Ken,Hohmann, Andrea G.,Reggio, Patricia H.,Laprairie, Robert B.,Thakur, Ganesh A.. "Application of Fluorine- And Nitrogen-Walk Approaches: Defining the Structural and Functional Diversity of 2-Phenylindole Class of Cannabinoid 1 Receptor Positive Allosteric Modulators". . p. 542 - 568. Retrieved 2020/02/04.
• 2、 Zou, Wenxing,Huang, Zongze,Jiang, Kang,Wu, You,Xue, Yuqing,Suzenet, Franck,Sun, Qi,Guillaumet, Gérald. "Chelation-assisted C-S activation/cascade heteroannulation of pyridine-2-thione derivatives in Pd-catalyzed cross-coupling reaction with alkynes". . p. 5485 - 5492. Retrieved 2017/08/22.