6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Base Information

Chemical Name:6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
CAS No.:767307-41-5
Molecular Formula:C₁₉H₁₅F₂NO₅
Molecular Weight:375.329
Hs Code.:

Synonyms:6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Chemical Property of 6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Technology Process of 6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

There total 5 articles about 6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 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:

: 112811-65-1
3-methoxy-2,4,5-trifluorobenzoic acid

: 767307-41-5
6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: (COCl)2; DMF / CH₂Cl₂

2.1: MgCl₂; Et₃N / acetonitrile / 20 - 25 °C

2.2: Et₃N / acetonitrile / 18 h / 20 °C

3.1: Ac₂O / 4 h / Heating

4.1: dimethylsulfoxide / 18 h / 20 °C

5.1: K₂CO₃ / dimethylsulfoxide / 1.17 h / 95 °C

With oxalyl dichloride; acetic anhydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; magnesium chloride; In dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm0497895

Reference yield:

: 112811-66-2
2,4,5-trifluoro-3-methoxybenzoyl chloride

: 767307-41-5
6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: MgCl₂; Et₃N / acetonitrile / 20 - 25 °C

1.2: Et₃N / acetonitrile / 18 h / 20 °C

2.1: Ac₂O / 4 h / Heating

3.1: dimethylsulfoxide / 18 h / 20 °C

4.1: K₂CO₃ / dimethylsulfoxide / 1.17 h / 95 °C

With acetic anhydride; potassium carbonate; triethylamine; magnesium chloride; In dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm0497895

Reference yield:

: 136897-64-8
methyl 3-methoxy-2,4,5-trifluorobenzoate

: 767307-41-5
6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. NaOH / methanol

2.1: (COCl)2; DMF / CH₂Cl₂

3.1: MgCl₂; Et₃N / acetonitrile / 20 - 25 °C

3.2: Et₃N / acetonitrile / 18 h / 20 °C

4.1: Ac₂O / 4 h / Heating

5.1: dimethylsulfoxide / 18 h / 20 °C

6.1: K₂CO₃ / dimethylsulfoxide / 1.17 h / 95 °C

With sodium hydroxide; oxalyl dichloride; acetic anhydride; potassium carbonate; triethylamine; N,N-dimethyl-formamide; magnesium chloride; In methanol; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jm0497895