4-Quinolinecarboxylic acid, 2-(4-Methoxyphenyl)-, Methyl ester

Base Information

• Chemical Name: 4-Quinolinecarboxylic acid, 2-(4-Methoxyphenyl)-, Methyl ester
• CAS No.: 51842-72-9
• Molecular Formula: C18H15NO3
• Molecular Weight: 293.322
• Hs Code.: 2933499090
• Mol file: 51842-72-9.mol

Synonyms:4-Quinolinecarboxylic acid, 2-(4-Methoxyphenyl)-, Methyl ester;2-(4-methoxyphenyl)-4-quinolinecarbohydrazide;2-(4-methoxyphenyl)cinchoninohydrazide

Chemical Property of 4-Quinolinecarboxylic acid, 2-(4-Methoxyphenyl)-, Methyl ester

Chemical Property:

• PSA: 77.24000
• LogP: 3.60510

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Methoxyphenyl)quinoline-4-carbohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Quinolinecarboxylic acid, 2-(4-Methoxyphenyl)-, Methyl ester

There total 11 articles about 4-Quinolinecarboxylic acid, 2-(4-Methoxyphenyl)-, Methyl ester 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%

methanol (67-56-1) + (2,3-dihydro-2-oxo-1H-indol-3-yl)acetonitrile (54744-66-0) + 4-methoxyphenylboronic acid (5720-07-0) → methyl 2-(4-methoxyphenyl)quinoline-4-carboxylate (51842-72-9)

Guidance literature:

With [2,2]bipyridinyl; palladium(II) trifluoroacetate; benzenesulfonic acid; at 80 ℃; for 24h; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.1c02962

Reference yield: 92.0%

pyruvic acid methyl ester (600-22-6) + 4-methoxy-benzaldehyde (123-11-5) + aniline (62-53-3) → methyl 2-(4-methoxyphenyl)quinoline-4-carboxylate (51842-72-9)

Guidance literature:

With zirconocene dichloride; 1,2,4-benzene tricarboxylic acid; copper(II) oxide; In water; isopropyl alcohol; at 60 ℃; for 2h; Green chemistry;

DOI:10.1039/c7ra00870h

Reference yield: 78.0%

bromo-phenyl-acetic acid methyl ester (37167-62-7,3042-81-7,61139-20-6) + 1-(1-azidovinyl)-4-methoxybenzene (34910-42-4) → methyl 2-(4-methoxyphenyl)quinoline-4-carboxylate (51842-72-9)

Guidance literature:

With tris[2-phenylpyridinato-C₂,N]iridium(III); dipotassium hydrogenphosphate; 18-crown-6 ether; In methanol; acetonitrile; at 20 ℃; for 18h; Inert atmosphere; Irradiation;

DOI:10.1002/adsc.201500141

upstream raw materials:

methanol

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

indole-2,3-dione

1-(4-methoxyphenyl)ethanone

Downstream raw materials:

(2-(4-methoxyphenyl)quinolin-4-yl)methanol

(2-(4-methoxyphenyl)quinolin-4-yl)(pyridin-2-yl)methanone

erythro-tert-butyl 2-(hydroxy(2-(4-methoxyphenyl)quinolin-4-yl)methyl)piperidine-1-carboxylate

(1S,2S)-(2-(4-methoxyphenyl)quinolin-4-yl)(piperidin-2-yl)methanol hydrochloride

Refernces

• 1、 Luo, Yanlong,Sun, Huaming,Zhang, Weiqiang,Wang, Xiu,Xu, Shan,Zhang, Guofang,Jian, Yajun,Gao, Ziwei. "Triple zirconocene/br?nsted acid/CuO cooperative and relay catalysis system for tandem Mannich addition/C-C formative cyclization/oxidation". . p. 28616 - 28625. Retrieved 2017/07/10.
• 2、 -. "IDENTIFICATION OF NSC23925 ISOMERS TO REVERSE MULTIDRUG RESISTANCE IN HUMAN CANCERS". Page/Page column 48. . Retrieved 2013/09/12.