2-(4-Fluorophenyl)quinoline-4-carboxylic acid

Base Information

• Chemical Name: 2-(4-Fluorophenyl)quinoline-4-carboxylic acid
• CAS No.: 441-28-1
• Molecular Formula: C16H9FNO2-
• Molecular Weight: 267.259
• Hs Code.: 2933499090
• European Community (EC) Number: 857-683-0
• Mol file: 441-28-1.mol

Synonyms:2-(4-fluorophenyl)quinoline-4-carboxylic acid;441-28-1;2-(4-Fluoro-phenyl)-quinoline-4-carboxylic acid;Oprea1_319907;Oprea1_833133;SCHEMBL1898539;OSSAIQFBELCOGQ-UHFFFAOYSA-N;KUC108886N;BBL010510;MFCD00616372;STK048752;AKOS000121701;CCG-202891;KSC-19-185;SB70518;4-fluorophenyl-4-quinolinecarboxylic acid;VS-02534;EU-0033248;FT-0679232;2-(4-fluorophenyl)quinoline-4-carboxylicacid;EN300-00690;2-(4-fluorophenyl)-4-quinolinecarboxylic acid;3-(4-fluorophenyl)naphthalene-1-carboxylic Acid;AB00276956-02;A826495;SR-01000597069;SR-01000597069-1;Z56770919;F0239-0170

Chemical Property of 2-(4-Fluorophenyl)quinoline-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.06E-09mmHg at 25°C
• Melting Point: 197 °C
• Boiling Point: 453.7°Cat760mmHg
• PKA: 0.92±0.10(Predicted)
• Flash Point: 228.2°C
• PSA: 50.19000
• Density: 1.344g/cm³
• LogP: 3.73910
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 267.06955672
• Heavy Atom Count: 20
• Complexity: 354

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Fluorophenyl)quinoline-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=N2)C3=CC=C(C=C3)F)C(=O)O

Technology Process of 2-(4-Fluorophenyl)quinoline-4-carboxylic acid

There total 7 articles about 2-(4-Fluorophenyl)quinoline-4-carboxylic acid 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%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + 1-(4-fluorophenyl)ethanone (403-42-9) → 2-(4-fluorophenyl)-quinoline-4-carboxylic acid (441-28-1)

Guidance literature:

With potassium hydroxide; In ethanol; at 50 - 60 ℃; for 14h;

DOI:10.1016/0223-5234(92)90032-V

Reference yield: 68.0%

4-fluorobenzaldehyde (459-57-4) + 2-oxo-propionic acid (127-17-3) + aniline (62-53-3) → 2-(4-fluorophenyl)-quinoline-4-carboxylic acid (441-28-1)

Guidance literature:

In ethanol; for 2h; Heating;

DOI:10.1016/S0022-1139(00)82415-X

Reference yield:

2-chloroquinoline-4-carboxylic acid (5467-57-2) + 4-fluoroboronic acid (1765-93-1) → 2-(4-fluorophenyl)-quinoline-4-carboxylic acid (441-28-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 140 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.bioorg.2020.103981

upstream raw materials:

indole-2,3-dione

1-(4-fluorophenyl)ethanone

4-fluorobenzaldehyde

2-oxo-propionic acid

Downstream raw materials:

{[2-(4-Fluoro-phenyl)-quinoline-4-carbonyl]-methyl-amino}-acetic acid ethyl ester

{[2-(4-Fluoro-phenyl)-quinoline-4-carbothioyl]-methyl-amino}-acetic acid ethyl ester

Refernces

• 1、 Musharrafieh, Rami,Kitamura, Naoya,Hu, Yanmei,Wang, Jun. "Development of broad-spectrum enterovirus antivirals based on quinoline scaffold". supporting information. . Retrieved 2020/06/22.
• 2、 -. "Novel quinoline-substituted Schiff-base derivative with bioactivity and synthesis method and application thereof". Paragraph 0029; 0033; 0034. . Retrieved 2018/10/11.