methyl quinoline-2-carboxylate

Base Information

• Chemical Name: methyl quinoline-2-carboxylate
• CAS No.: 19575-07-6
• Molecular Formula: C11H9 N O2
• Molecular Weight: 187.198
• Hs Code.: 2933499090
• Mol file: 19575-07-6.mol

Synonyms:Quinaldicacid, methyl ester (6CI,8CI); Methyl 2-quinolinecarboxylate; Methyl quinaldate;Methyl quinaldinate; NSC 138308

Chemical Property of methyl quinoline-2-carboxylate

Chemical Property:

• Melting Point: 80-85°C
• Boiling Point: 321.2±15.0 °C(Predicted)
• PKA: 2.07±0.40(Predicted)
• PSA: 39.19000
• Density: 1.210±0.06 g/cm3(Predicted)
• LogP: 2.02140
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

MethylQuinoline-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl quinoline-2-carboxylate

There total 2 articles about methyl quinoline-2-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: 62.0%

2-ethynylaniline (52670-38-9) + methyl 2-methoxy-2-(piperidin-1-yl)acetate (13887-54-2) → quinoline-2-carboxylic acid methyl ester (19575-07-6) + methyl 2-(2-ethynylphenylamino)-2-(piperidin-1-yl)acetate (1356126-50-5)

Guidance literature:

With indium(III) bromide; In chloroform; at 65 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol203360g

Reference yield:

2-iodophenylamine (615-43-0) → quinoline-2-carboxylic acid methyl ester (19575-07-6) + methyl 2-(2-ethynylphenylamino)-2-(piperidin-1-yl)acetate (1356126-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; diethylamine / 20 °C / Inert atmosphere

2: indium(III) bromide / chloroform / 18 h / 65 °C / Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; indium(III) bromide; diethylamine; In chloroform;

DOI:10.1021/ol203360g

Reference yield: 100.0%

quinoline-2-carboxylic acid methyl ester (19575-07-6) → quinolin-2-ylmethanol (1780-17-2)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at 0 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01078

upstream raw materials:

2-ethynylaniline

methyl 2-methoxy-2-(piperidin-1-yl)acetate

2-iodophenylamine

Downstream raw materials:

quinolin-2-ylmethanol

quinoline-2-carboxylic acid

quinoline-2-carboxylic acid hydrazide

N-hydroxy-2-quinolinecarboxamide

Refernces