5-Quinolinecarboxylic acid, 8-methoxy-2-(trifluoromethyl)-

Base Information

• Chemical Name: 5-Quinolinecarboxylic acid, 8-methoxy-2-(trifluoromethyl)-
• CAS No.: 199872-29-2
• Molecular Formula: C12H8F3NO3
• Mol file: 199872-29-2.mol

Synonyms:

Chemical Property of 5-Quinolinecarboxylic acid, 8-methoxy-2-(trifluoromethyl)-

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Quinolinecarboxylic acid, 8-methoxy-2-(trifluoromethyl)-

There total 6 articles about 5-Quinolinecarboxylic acid, 8-methoxy-2-(trifluoromethyl)- 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: 98.0%

methyl 8-methoxy-2-trifluoromethyl-5-quinolinecarboxylate (848685-30-3) → 8-Methoxy-2-(trifluoromethyl)quinoline-5-carboxylic acid (199872-29-2)

Guidance literature:

methyl 8-methoxy-2-trifluoromethyl-5-quinolinecarboxylate; With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 7h;

With hydrogenchloride; water; In ethyl acetate;

Reference yield:

4-chloro-8-methoxy-2-trifluoromethyl-quinoline (41192-89-6) → 8-Methoxy-2-(trifluoromethyl)quinoline-5-carboxylic acid (199872-29-2)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C

2: Br₂ / methanol

3: PdCl₂(PPh₃)2; Et₃N; H₂O

With bis-triphenylphosphine-palladium(II) chloride; water; hydrogen; bromine; triethylamine; palladium on activated charcoal; In methanol;

DOI:10.1016/S0960-894X(02)00224-X

Reference yield:

2-methoxy-phenylamine (90-04-0) → 8-Methoxy-2-(trifluoromethyl)quinoline-5-carboxylic acid (199872-29-2)

Guidance literature:

Multi-step reaction with 5 steps

1: polyphosphoric acid

2: PCl₅; POCl₃

3: H₂ / Pd/C

4: Br₂ / methanol

5: PdCl₂(PPh₃)2; Et₃N; H₂O

With bis-triphenylphosphine-palladium(II) chloride; PPA; phosphorus pentachloride; water; hydrogen; bromine; triethylamine; trichlorophosphate; palladium on activated charcoal; In methanol;

DOI:10.1016/S0960-894X(02)00224-X

upstream raw materials:

carbon monoxide

5-Bromo-8-methoxy-2-(trifluoromethyl)quinoline

8-Methoxy-2-(trifluoromethyl)quinoline

4-chloro-8-methoxy-2-trifluoromethyl-quinoline

Downstream raw materials:

C₂₉H₂₇F₅N₄O₅

Refernces

• 1、 Billah, Motasim,Buckley, George M,Cooper, Nicola,Dyke, Hazel J,Egan, Robert,Ganguly, Ashit,Gowers, Lewis,Haughan, Alan F,Kendall, Hannah J,Lowe, Christopher,Minnicozzi, Michael,Montana, John G,Oxford, Janet,Peake, Joanna C,Picken, C Louise,Piwinski, John J,Naylor, Robert,Sabin, Verity,Shih, Neng-Yang,Warneck, Julie B H. "8-Methoxyquinolines as PDE4 inhibitors.". . p. 1617 - 1619. Retrieved 2007/10/03.