Ethyl 8-methoxyquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 8-methoxyquinoline-3-carboxylate
• CAS No.: 71083-22-2
• Molecular Formula: C13H13NO3
• Molecular Weight: 231.24700
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60415434
• Mol file: 71083-22-2.mol

Synonyms:ethyl 8-methoxyquinoline-3-carboxylate;71083-22-2;8-Methoxyquinoline-3-carboxylic acid ethyl ester;SCHEMBL4721861;DTXSID60415434;STDCOMMLKDCAGI-UHFFFAOYSA-N;WCA08322;STK784335;AKOS001728079;SB70416;BS-29428;CS-0139431;A850639

Chemical Property of Ethyl 8-methoxyquinoline-3-carboxylate

Chemical Property:

• PSA: 48.42000
• LogP: 2.42010
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 231.08954328
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

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

Ethyl8-methoxyquinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=C2C(=C1)C=CC=C2OC
• Uses: Ethyl 8-methoxyquinoline-3-carboxylate

Technology Process of Ethyl 8-methoxyquinoline-3-carboxylate

There total 4 articles about Ethyl 8-methoxyquinoline-3-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: 99.0%

4-Chloro-8-methoxyquinoline-3-carboxylic acid ethyl ester (27568-05-4) → 8-Methoxy-3-ethoxycarbonyl-chinolin (71083-22-2)

Guidance literature:

4-Chloro-8-methoxyquinoline-3-carboxylic acid ethyl ester; With hydrogen; acetic acid; palladium on activated carbon; for 2h; under 1551.49 Torr;

With triethylamine; In dichloromethane; pH=~ 7;

Reference yield: 70.0%

ethyl 3,3-diethoxypropanoate (10601-80-6) + 3-methoxy 2-nitrobenzaldehyde (53055-05-3) → 8-Methoxy-3-ethoxycarbonyl-chinolin (71083-22-2)

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo100392x

Reference yield:

8-methoxyquinoline (938-33-0) + chloroethane (75-00-3) + carbon dioxide (124-38-9,18923-20-1) → 8-Methoxy-3-ethoxycarbonyl-chinolin (71083-22-2) + ethyl 8-methoxyquinoline-4-carboxylate (73459-98-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 20 ℃; Yield given; electrolysis: Hg-cathode, C-anode;

upstream raw materials:

8-methoxyquinoline

chloroethane

carbon dioxide

4-Chloro-8-methoxyquinoline-3-carboxylic acid ethyl ester

Downstream raw materials:

3-Amino-8-methoxy-chinolin

Refernces

• 1、 -. "Raf inhibitor compounds and methods of use thereof". Page/Page column 66. . Retrieved 2010/11/26.