Methyl 2-methylquinoline-4-carboxylate

Base Information

• Chemical Name: Methyl 2-methylquinoline-4-carboxylate
• CAS No.: 55625-40-6
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80399888
• Mol file: 55625-40-6.mol

Synonyms:55625-40-6;methyl 2-methylquinoline-4-carboxylate;2-METHYL-QUINOLINE-4-CARBOXYLIC ACID METHYL ESTER;Methyl 2-methyl-4-quinolinecarboxylate;2-methylquinoline-4-carboxylic acid methyl ester;SCHEMBL12903095;DTXSID80399888;BBL037998;methyl2-methylquinoline-4-carboxylate;MFCD01961559;STK346856;AKOS000304556;SB37649;BS-28674;CS-0116981;FT-0692588;E78535;EN300-122585;2-methyl-4-quinolinecarboxylic acid methyl ester;A830728

Chemical Property of Methyl 2-methylquinoline-4-carboxylate

Chemical Property:

• Melting Point: 60-61 °C
• Boiling Point: 314.8±22.0 °C(Predicted)
• PKA: 3.63±0.50(Predicted)
• PSA: 39.19000
• Density: 1.177±0.06 g/cm3(Predicted)
• LogP: 2.32980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-Methylquinoline-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=C1)C(=O)OC

Technology Process of Methyl 2-methylquinoline-4-carboxylate

There total 5 articles about Methyl 2-methylquinoline-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: 85.7%

methanol (67-56-1) + 2-methylquinoline-4-carboxylic acid (634-38-8) → methyl 2-methylquinoline-4-carboxylate (55625-40-6)

Guidance literature:

2-methylquinoline-4-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2h; Cooling with ice;

methanol; In dichloromethane; for 1h; Cooling with ice;

Reference yield: 18.7%

methyl 2-methylquinoline-4-carboxylate 1-oxide (65417-20-1) → methyl 2-methyl-1H-indole-3-carboxylate (65417-22-3) + methyl 2-methylquinoline-4-carboxylate (55625-40-6) + methyl 1-formyl-2-methylindole-3-carboxylate (74960-50-2)

Guidance literature:

In acetone; for 3.5h; Irradiation;

DOI:10.1248/cpb.28.1157

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → methyl 2-methylquinoline-4-carboxylate (55625-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / ethanol; water / 18 h / Reflux

2: sulfuric acid / 16 h / Reflux

With sulfuric acid; potassium hydroxide; In ethanol; water;

DOI:10.1016/j.jfluchem.2016.08.012

upstream raw materials:

diazomethane

2-methylquinoline-4-carboxylic acid

methyl 2-methylquinoline-4-carboxylate 1-oxide

indole-2,3-dione

Downstream raw materials:

2-methylquinoline-4-carboxylic hydrazide

2-methylquinoline-4-carboxaldehyde

2-methylquinoline-4-carboxamide

4-(hydroxymethyl)-2-methylquinoline