Indolizino[1,2-b]quinolin-9(11h)-one

Base Information

• Chemical Name: Indolizino[1,2-b]quinolin-9(11h)-one
• CAS No.: 30062-37-4
• Molecular Formula: C15H10N2O
• NSC Number: 150559
• UNII: XH9S12QAP7
• DSSTox Substance ID: DTXSID10184128
• Nikkaji Number: J1.716.104K
• Wikidata: Q83055003
• ChEMBL ID: CHEMBL1449473
• Mol file: 30062-37-4.mol

Synonyms:indolizino[1,2-b]quinolin-9(11h)-one;30062-37-4;NSC 150559;XH9S12QAP7;Indolizino(1,2-b)quinolin-9(11H)-one;MLS000518353;30902-23-9;NSC-150559;SMR000389136;11H-indolizino[1,2-b]quinolin-9-one;NSC150559;UNII-XH9S12QAP7;cid_98589;SCHEMBL2424305;UPCMLD00CDB-III-256;CHEMBL1449473;BDBM51722;DTXSID10184128;HMS2199O23;CMLD4_000092;SDCCGMLS-0091636.P001;NCGC00247324-01

Chemical Property of Indolizino[1,2-b]quinolin-9(11h)-one

Chemical Property:

• Vapor Pressure: 9.23E-13mmHg at 25°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 234.079312947
• Heavy Atom Count: 18
• Complexity: 440

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC3=CC=CC=C3N=C2C4=CC=CC(=O)N41

Technology Process of Indolizino[1,2-b]quinolin-9(11h)-one

There total 51 articles about Indolizino[1,2-b]quinolin-9(11h)-one 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%

1,6-dihydro-6-oxo-1-(3-phenyl-2-propynyl)-2-pyridinecarbonitrile → indolizino[1,2-b]quinolin-9(11H)-one (30062-37-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dichloro-benzene; at 120 ℃; for 2h;

DOI:10.1021/ol0620242

Reference yield: 100.0%

C22H15ClN2O4S (1067910-19-3) → indolizino[1,2-b]quinolin-9(11H)-one (30062-37-4)

Guidance literature:

With formic acid; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; triethylamine; In 1,4-dioxane; at 100 ℃;

DOI:10.1055/s-2008-1077964

Reference yield: 98.0%

6-oxo-N-phenyl-1-(prop-2-ynyl)-1,6-dihydropyridine-2-carboxamide (939055-52-4) → indolizino[1,2-b]quinolin-9(11H)-one (30062-37-4)

Guidance literature:

With trifluoromethanesulfonic acid anhydride; Triphenylphosphine oxide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol0706307

upstream raw materials:

phenyl isocyanate

6-bromo-1-propargyl-2-pyridone

6-iodo-1-(prop-2-yn-1-yl)pyridin-2(1H)-one

(Z)-1-(2-bromo-3-phenylprop-2-enyl)-6-oxo-1,6-dihydropyridine-2-carbonitrile

Refernces

• 1、 Yuan, Yao,Dong, Wuheng,Gao, Xiaoshuang,Gao, Huang,Xie, Xiaomin,Zhang, Zhaoguo. "Visible-Light-Induced Radical Cascade Cyclization: Synthesis of the ABCD Ring Cores of Camptothecins". supporting information. p. 2840 - 2846. Retrieved 2018/03/09.
• 2、 Liu, Lanying,Wang, Yong,Wang, Honggen,Peng, Changlan,Zhao, Jiaji,Zhu, Qiang. "Tetrabutylammonium chloride-triggered 6-endo cyclization of o-alkynylisocyanobenzenes: an efficient synthesis of 2-chloro-3-substituted quinolines". scheme or table. p. 6715 - 6719. Retrieved 2010/01/18.