Methyl 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylate

Base Information

• Chemical Name: Methyl 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylate
• CAS No.: 78941-89-6
• Molecular Formula: C11H11NO3
• Molecular Weight: 205.21000
• Mol file: 78941-89-6.mol

Synonyms:3,4-dihydro-4-methoxycarbonyl-2-quinolinone;2-oxo-1,2,3,4-tetrahydro-quinoline-4-carboxylic acid methyl ester;methyl 1-(2-oxo-4-quinolyl)formate;2-Oxo-1,2,3,4-tetrahydro-chinolin-4-carbonsaeure-methylester;

Chemical Property of Methyl 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylate

Chemical Property:

• PSA: 55.40000
• LogP: 1.42340

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylate

There total 13 articles about Methyl 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylate 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: 83.0%

methanol (67-56-1) + 2,3-dihydro-2-oxo-1H-indole-3-acetic acid (2971-31-5) → 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid methyl ester (78941-89-6) + methyl 2-(2-oxo-3-indolinyl)acetate (61989-29-5)

Guidance literature:

In hydrogenchloride; at 20 ℃; for 30h;

DOI:10.3987/COM-06-10759

Reference yield: 78.0%

methanol (67-56-1) + (2,3-dihydro-2-oxo-1H-indol-3-yl)acetonitrile (54744-66-0) → 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid methyl ester (78941-89-6)

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: 40.0%

dimethylfumarate (624-49-7) + 2-anilineboronic acid pinacol ester (191171-55-8) → 2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid methyl ester (78941-89-6) + methyl 2-(2-oxo-3-indolinyl)acetate (61989-29-5)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium hydroxide; In 1,4-dioxane; water; for 2h; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2009.06.103

upstream raw materials:

methanol

2-oxo-1,2,3,4-tetrahydroquinoline-4-carboxylic acid

2-methoxy-quinoline

methylene chloride

Refernces

• 1、 Suarez-Castillo, Oscar R.,Bautista-Hernandez, Claudia I.,Sanchez-Zavala, Maricruz,Melendez-Rodriguez, Myriam,Sierra-Zenteno, Araceli,Morales-Rios, Martha S.,Joseph-Nathan, Pedro. "Microwave-assisted synthesis of 3,1-benzoxazin-2-ones from 3-hydroxyoxindoles". . p. 2147 - 2171,25. Retrieved 2020/08/31.
• 2、 Rivera-Becerril, Ernesto,Perez-Hernandez, Nury,Joseph-Nathan, Pedro,Morales-Rios, Martha S.. "Structural characterization of isomeric methyl 2-(2-oxo-3-indolyl)acetate and methyl 1-(2-oxo-4-quinolyl)formate". . p. 1459 - 1466. Retrieved 2007/10/03.