2-(4-Fluorophenyl)imidazo(2,1-a)isoquinoline

Base Information

• Chemical Name: 2-(4-Fluorophenyl)imidazo(2,1-a)isoquinoline
• CAS No.: 61001-09-0
• Molecular Formula: C17H11FN2
• Molecular Weight: 262.286
• UNII: G6SZ4SJW5T
• Nikkaji Number: J61.458K
• Mol file: 61001-09-0.mol

Synonyms:G6SZ4SJW5T;UNII-G6SZ4SJW5T;2-(4-Fluorophenyl)imidazo(2,1-a)isoquinoline;Imidazo(2,1-a)isoquinoline, 2-(4-fluorophenyl)-;61001-09-0;2-(4-Fluorophenyl)imidazo[2,1-a]isoquinoline;NIOSH/NI3022000;LS-77895;NI30220000;2-(p-Fluorophenyl)imidazo(2,1-a)isoquinoline;Imidazo(2,1-a)isoquinoline, 2-(p-fluorophenyl)-

Chemical Property of 2-(4-Fluorophenyl)imidazo(2,1-a)isoquinoline

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 262.09062652
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): A reproductive hazard.
• Hazard Codes: A reproductive hazard.

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CN3C2=NC(=C3)C4=CC=C(C=C4)F

Technology Process of 2-(4-Fluorophenyl)imidazo(2,1-a)isoquinoline

There total 9 articles about 2-(4-Fluorophenyl)imidazo(2,1-a)isoquinoline 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: 95.0%

4-fluorobenzohydroximoyl chloride (1056189-40-2) + isoquinoline (119-65-3) + α-bromoacetophenone (70-11-1) → 2-(4-fluorophenyl)imidazo[2,1-a]isoquinoline (61001-09-0)

Guidance literature:

With triethylamine; In acetonitrile; at 80 ℃; for 3h;

DOI:10.1016/j.tetlet.2013.04.126

Reference yield: 81.0%

isoquinolin-1-ylamine (1532-84-9) + 1-(4-fluorophenyl)-2-(p-tolylsulfonyloxy)ethanone (357952-79-5) → 2-(4-fluorophenyl)imidazo[2,1-a]isoquinoline (61001-09-0)

Guidance literature:

With sodium carbonate; N-butylpyridinium tetrafluoroborate; at 20 ℃; for 1h;

Reference yield: 71.0%

isoquinoline (119-65-3) + para-fluorostyrene (405-99-2) → 2-(4-fluorophenyl)imidazo[2,1-a]isoquinoline (61001-09-0)

Guidance literature:

With copper(l) iodide; tert.-butylnitrite; di-tert-butyl peroxide; potassium tert-butylate; In 1,2-dichloro-ethane; at 80 ℃; for 8h;

DOI:10.1021/acs.joc.7b02815

upstream raw materials:

isoquinolin-1-ylamine

2-bromo-4'-fluoroacetophenone

2-(4-fluoro-phenacyl)-isoquinolinium; bromide

isoquinoline

Refernces

• 1、 Prasanna, Pitchaimani,Kumar, Sundaravel Vivek,Gunasekaran, Pethaiah,Perumal, Subbu. "Facile three-component domino reactions for the synthesis of 2-arylimidazo[1,2-a]pyridines and 2-arylimidazo[2,1-a]isoquinolines". supporting information. p. 3740 - 3743. Retrieved 2013/07/05.
• 2、 Houa, Rei-Sheu,Wang, Huey-Min,Huang, Hsin-Yu,Chen, Ling-Ching. "Synthesis of imidazo[2,1-a]isoquinolines from α-tosyloxyketones and 1-aminoisoquinoline in ionic liquid solvent". . p. 1417 - 1420. Retrieved 2007/10/03.