2-Methyl-6-quinolinecarboxylic acid

Base Information

• Chemical Name: 2-Methyl-6-quinolinecarboxylic acid
• CAS No.: 635-80-3
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 29334900
• Mol file: 635-80-3.mol

Synonyms:2-Methyl-6-quinolinecarboxylicacid;

Chemical Property of 2-Methyl-6-quinolinecarboxylic acid

Chemical Property:

• Vapor Pressure: 2.01E-05mmHg at 25°C
• Melting Point: 250 °C
• Refractive Index: 1.663
• Boiling Point: 347.6 °C at 760 mmHg
• PKA: 3.13±0.30(Predicted)
• Flash Point: 164 °C
• PSA: 50.19000
• Density: 1.285 g/cm³
• LogP: 2.24140
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

2-Methylquinoline-6-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methylquinoline-6-carboxylic Acid is a preparation of arylpyrazolopyridine derivative as monoacylglycerol lipase modulators.

Technology Process of 2-Methyl-6-quinolinecarboxylic acid

There total 6 articles about 2-Methyl-6-quinolinecarboxylic 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: 83.0%

2-methylquinoline-6-carbaldehyde (108166-03-6) → quinaldine-6-carboxylic acid (635-80-3)

Guidance literature:

With potassium peroxymonosulfate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1021/ol302481k

Reference yield: 44.0%

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + crotonaldehyde (123-73-9,4170-30-3) → quinaldine-6-carboxylic acid (635-80-3)

Guidance literature:

4-amino-benzoic acid; With hydrogenchloride; In water; for 2h; Reflux;

crotonaldehyde; In water; for 12.75h;

Reference yield:

6-Bromo-2-methyl-quinoline (877-42-9) → quinaldine-6-carboxylic acid (635-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C

1.2: 20 °C

2.1: potassium peroxymonosulfate / N,N-dimethyl-formamide / 24 h / 20 °C

With potassium peroxymonosulfate; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;

DOI:10.1021/ol302481k

upstream raw materials:

2,6-dimethylquinoline

trans-Crotonaldehyde

4-amino-benzoic acid

crotonaldehyde

Downstream raw materials:

ethyl 2-methylquinoline-6-carboxylate

methyl 2-methyl-6-quinolinecarboxylate

2-{(E)-2-[4-(methylsulfanyl)phenyl]ethenyl}-6-quinolinecarboxylic acid

Refernces

• 1、 Ulahannan, Rajeev T.,Panicker, C. Yohannan,Varghese, Hema Tresa,Musiol, Robert,Jampilek, Josef,Van Alsenoy, Christian,War, Javeed Ahmad,Srivastava. "Molecular structure, FT-IR, FT-Raman, NBO, HOMO and LUMO, MEP, NLO and molecular docking study of 2-[(E)-2-(2-bromophenyl)ethenyl]quinoline-6-carboxylic acid". . p. 184 - 197. Retrieved 2015.
• 2、 -. "NOVEL 3,5-DISUBSTITUED-3H-IMIDAZO[4,5-B]PYRIDINE AND 3,5- DISUBSTITUED -3H-[1,2,3]TRIAZOLO[4,5-B] PYRIDINE COMPOUNDS AS MODULATORS OF C-MET PROTEIN KINASES". Paragraph 252. . Retrieved 2013/10/21.