1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

Base Information

• Chemical Name: 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide
• CAS No.: 339305-48-5
• Molecular Formula: C₂₅H₂₀F₂N₂O₄
• Molecular Weight: 450.442
• Mol file: 339305-48-5.mol

Synonyms:1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

Chemical Property of 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide

There total 8 articles about 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide 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: 95.0%

1-(4-benzyloxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide → 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide (339305-48-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/j.bmcl.2003.12.063

Reference yield:

p-benzyloxyaniline (6373-46-2) → 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide (339305-48-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 27 percent / K₂CO₃ / dimethylformamide

2: 94 percent / aq. NaOH / ethanol

3: 100 percent / isobutyl chloroformate; Et₃N

4: 83 percent / NaH / dimethylformamide

5: 95 percent / H₂ / Pd/C / ethanol

With sodium hydroxide; hydrogen; sodium hydride; potassium carbonate; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.12.063

Reference yield:

2',4'-dimethoxyacetophenone (829-20-9) → 1-(4-hydroxy-phenyl)-7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (3,5-difluoro-phenyl)-ethyl-amide (339305-48-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 79 percent / NaH

2: 27 percent / K₂CO₃ / dimethylformamide

3: 94 percent / aq. NaOH / ethanol

4: 100 percent / isobutyl chloroformate; Et₃N

5: 83 percent / NaH / dimethylformamide

6: 95 percent / H₂ / Pd/C / ethanol

With sodium hydroxide; hydrogen; sodium hydride; potassium carbonate; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.12.063

upstream raw materials:

p-benzyloxyaniline

2',4'-dimethoxyacetophenone

methyl 3-(2,4-dimethoxyphenyl)-3-oxopropanoate

methyl 2-(2,4-dimethoxybenzoyl)-3-(dimethylamino)acrylate