9H-Pyrido[2,3-b]indole

Base Information

• Chemical Name: 9H-Pyrido[2,3-b]indole
• CAS No.: 244-76-8
• Molecular Formula: C11H8N2
• Molecular Weight: 168.198
• Hs Code.: 2933990090
• European Community (EC) Number: 205-960-6
• NSC Number: 67064
• UNII: 274Z75I9BQ
• DSSTox Substance ID: DTXSID40179148
• Nikkaji Number: J10.930D
• Wikidata: Q27254162
• ChEMBL ID: CHEMBL259556
• Mol file: 244-76-8.mol

Synonyms:alpha-carboline;alpha-carboline, 2H-labeled

Chemical Property of 9H-Pyrido[2,3-b]indole

Chemical Property:

• Appearance/Colour: Light Brown Solid
• Vapor Pressure: 1.99E-05mmHg at 25°C
• Melting Point: 210-212 °C
• Refractive Index: 1.784
• Boiling Point: 372.942 °C at 760 mmHg
• PKA: 14.53±0.30(Predicted)
• Flash Point: 171.6 °C
• PSA: 28.68000
• Density: 1.302 g/cm³
• LogP: 2.71610
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Acetone, DMSO, Methanol (Slightly, Hetaed)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.068748264
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Carboline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)N=CC=C3
• Uses: A carcinogenic compound formed during cooking processes

Technology Process of 9H-Pyrido[2,3-b]indole

There total 54 articles about 9H-Pyrido[2,3-b]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: 97.0%

5,6,7,8-tetrahydro-9H-pyrido<2,3-b>indole (7076-11-1) → α-carboline (244-76-8)

Guidance literature:

With palladium on activated carbon; In diphenylether; at 210 ℃; for 0.66h; Inert atmosphere;

DOI:10.1021/acs.joc.7b00323

Reference yield: 96.0%

8-phenyltetrazolo[1,5-a]pyridine (1130816-42-0) → α-carboline (244-76-8)

Guidance literature:

With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; In benzene; at 130 ℃; for 24h; Solvent; Sealed tube; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.8b05343

Reference yield: 90.0%

3-bromo-N-phenylpyridine-2-amine (54904-02-8) → α-carboline (244-76-8)

Guidance literature:

With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine tetrafluoroborate; In N,N-dimethyl acetamide; o-xylene; at 145 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo802776m

upstream raw materials:

5,6,7,8-tetrahydro-9H-pyrido<2,3-b>indole

3-(2-azidophenyl)pyridine

decalin

1-phenyl-1H-7-azabenzo[d][1,2,3]triazole

Downstream raw materials:

9-(9-tosyl-carbazol-3-yl)-pyrido[2,3-b]indole

Refernces

• 1、 Qu, Zhonghua,Wang, Pu,Chen, Xing,Deng, Guo-Jun,Huang, Huawen. "Visible-light-driven Cadogan reaction". supporting information. p. 2582 - 2586. Retrieved 2021/03/09.
• 2、 Steingruber, H. Sebastián,Mendioroz, Pamela,Volpe, María A.,Gerbino, Darío C.. "Convenient One-Pot Synthesis of 9 H -Carbazoles by Microwave Irradiation Employing a Green Palladium-Based Nanocatalyst". . p. 4048 - 4058. Retrieved 2021/08/03.