9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline

Base Information

• Chemical Name: 9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline
• CAS No.: 10265-82-4
• Molecular Formula: C18H15N
• Molecular Weight: 245.324
• DSSTox Substance ID: DTXSID70368760
• Nikkaji Number: J1.758.332H
• Wikidata: Q82155554
• ChEMBL ID: CHEMBL3890073
• Mol file: 10265-82-4.mol

Synonyms:9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline;10265-82-4;1H-Cyclopenta[b]quinoline, 2,3-dihydro-9-phenyl-;SCHEMBL9593576;CHEMBL3890073;DTXSID70368760;2,3-Trimethylene-4-phenylquinoline

Chemical Property of 9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 245.120449483
• Heavy Atom Count: 19
• Complexity: 307

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C3=CC=CC=C3N=C2C1)C4=CC=CC=C4

Technology Process of 9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline

There total 18 articles about 9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline 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%

cyclopentanone (120-92-3) + (2-aminophenyl)(phenyl)methanone (2835-77-0) → 9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline (10265-82-4)

Guidance literature:

With acetic acid; at 160 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1002/open.202000247

Reference yield: 95.0%

diphenyliodonium hexafluorophosphate (58109-40-3) + 6-phenyl-5-hexyne-1-nitrile (152858-50-9) → 9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline (10265-82-4)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 130 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/ol402164s

Reference yield: 90.0%

(2-aminophenyl)(phenyl)methanone (2835-77-0) + 7-Chloro-9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline (183373-91-3) → 9-phenyl-2,3-dihydro-1H-cyclopenta[b]quinoline (10265-82-4)

Guidance literature:

With cuprous triflate; at 60 ℃; for 2h; neat (no solvent);

DOI:10.1248/cpb.58.212

upstream raw materials:

phenyl isocyanate

(5-iodopent-1-yn-1-yl)benzene

5-Bromo-6,6-diphenyl-hex-5-enenitrile

2-iodophenylamine