6-Methoxyquinoline-3-carboxylic acid

Base Information

• Chemical Name: 6-Methoxyquinoline-3-carboxylic acid
• CAS No.: 71082-47-8
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2933499090
• ChEMBL ID: CHEMBL3228131
• DSSTox Substance ID: DTXSID00557847
• Nikkaji Number: J2.699.478K
• Wikidata: Q82439888
• Mol file: 71082-47-8.mol

Synonyms:6-Methoxyquinoline-3-carboxylic acid;71082-47-8;6-METHOXY-3-QUINOLINECARBOXYLIC ACID;3-Quinolinecarboxylic acid, 6-methoxy-;6-Methoxy-3- quinolinecarboxvlic acid;SCHEMBL61795;6-methoxy-3-carboxyquinoline;CHEMBL3228131;DTXSID00557847;QSFFBQNKTUMKNW-UHFFFAOYSA-N;6-Methoxyquinoline-3-carboxylicacid;AMY26359;WCA08247;MFCD08437579;6-Methoxy-quinoline-3-carboxylic acid;AKOS022174782;AB45135;AS-39075;CS-0139428;EN300-1663462;6-Methoxyquinoline-3-carboxylic acid, AldrichCPR;UMH

Chemical Property of 6-Methoxyquinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 385.421°C at 760 mmHg
• Flash Point: 186.896°C
• PSA: 59.42000
• Density: 1.325g/cm³
• LogP: 1.94160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

97% ^*data from raw suppliers

6-Methoxyquinoline-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=CC(=CN=C2C=C1)C(=O)O

Technology Process of 6-Methoxyquinoline-3-carboxylic acid

There total 5 articles about 6-Methoxyquinoline-3-carboxylic 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: 80.0%

ethyl 6-methoxyquinoline-3-carboxylate (26660-48-0) → 6-methoxyquinoline-3-carboxylic acid (71082-47-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 80 ℃; for 1.08333h; Solvent; Inert atmosphere;

DOI:10.1021/acs.oprd.1c00414

Reference yield:

ethyl 4-hydroxy-6-methoxyquinoline-3-carboxylate (77156-78-6) → 6-methoxyquinoline-3-carboxylic acid (71082-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorophosphoric acid diphenyl ester / N,N-dimethyl-formamide / 55 - 60 °C / Inert atmosphere

2: triethylamine; formic acid / Isopropyl acetate / 16 h / Inert atmosphere; Heating

3: sodium hydroxide / water; ethanol / 1.08 h / 80 °C / Inert atmosphere

With formic acid; triethylamine; chlorophosphoric acid diphenyl ester; sodium hydroxide; In ethanol; Isopropyl acetate; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.oprd.1c00414

Reference yield:

ethyl 4-chloro-6-methoxyquinolin-3-carboxylate (22931-71-1) → 6-methoxyquinoline-3-carboxylic acid (71082-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; formic acid / Isopropyl acetate / 16 h / Inert atmosphere; Heating

2: sodium hydroxide / water; ethanol / 1.08 h / 80 °C / Inert atmosphere

With formic acid; triethylamine; sodium hydroxide; In ethanol; Isopropyl acetate; water;

DOI:10.1021/acs.oprd.1c00414

upstream raw materials:

diethyl methoxymethylenemalonate

4-methoxy-aniline

ethyl 4-hydroxy-6-methoxyquinoline-3-carboxylate

ethyl 4-chloro-6-methoxyquinolin-3-carboxylate

Downstream raw materials:

6-methoxyquinoline-3-carboxamide

4-chloro-3-fluoro-6-methoxyquinoline

3-amino-6-methoxyquinoline

methyl 6-phenoxyquinoline-3-carboxylate