112811-68-4

Basic information

• Product Name: 3-OXO-3-(2,4,5-TRIFLUORO-3-METHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER
• Synonyms: 3-OXO-3-(2,4,5-TRIFLUORO-3-METHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER;ETHYL 3-(2,4,5-TRIFLUORO-3-METHOXYPHENYL)-3-OXOPROPANOATE;Ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate;ethyl 3-oxo-3-(2,4,5-trifluoro-3-Methoxyphenyl)propanoate;Ethyl-2,4,5-trifluoro-3-Methoxybenzoylacetate;Benzenepropanoic acid,2,4,5-trifluoro-3-Methoxy-b-oxo-, ethyl ester;Benzenepropanoic acid, 2,4,5-trifluoro-3-methoxy-β-oxo-, ethyl ester;Moxifloxacin Impurity Ⅵ
• CAS NO: 112811-68-4
• Molecular Formula: C₁₂H₁₁F₃O₄
• Molecular Weight: 276.21
• Product Categories: Benzoic acid
• Mol File: 112811-68-4.mol
• Article Data: 13

Chemical Properties

• Melting Point: 59-60 °C
• Boiling Point: 317.7±37.0 °C(Predicted)
• Appearance: /
• Density: 1.311±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 10.69±0.50(Predicted)
• CAS DataBase Reference: 3-OXO-3-(2,4,5-TRIFLUORO-3-METHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-OXO-3-(2,4,5-TRIFLUORO-3-METHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER(112811-68-4)
• EPA Substance Registry System: 3-OXO-3-(2,4,5-TRIFLUORO-3-METHOXY-PHENYL)-PROPIONIC ACID ETHYL ESTER(112811-68-4)

Safety Data

• Hazardous Substances Data: 112811-68-4(Hazardous Substances Data)

Usage

Uses

Ethyl 3-Methoxy-2,4,5-trifluorobenzoylacetate is used in the preparation of antimycobacterial, antibacterial activities, and SAR of fluorocyclopropyl fluoroquinolone oxime derivatives.

Synthetic route

diethyl 3-methoxy-2,4,5-trifluorobenzoylmalonate (112811-67-3) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
With water; toluene-4-sulfonic acid for 16h; Heating / reflux;	89%
With hydrogenchloride; water
With toluene-4-sulfonic acid In water for 3h; Reflux;	17.3 g
With toluene-4-sulfonic acid In water for 9h;

hydrogen ethyl malonate (1071-46-1) + 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
With [2,2]bipyridinyl; n-butyllithium 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h; Yield given. Multistep reaction;
Stage #1: 2,4,5-trifluoro-3-methoxybenzoyl chloride With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: hydrogen ethyl malonate In tetrahydrofuran; hexane; dichloromethane at -78 - 10℃;
Stage #1: hydrogen ethyl malonate With n-butyllithium In tetrahydrofuran at -50 - 0℃; Stage #2: 2,4,5-trifluoro-3-methoxybenzoyl chloride In tetrahydrofuran at -50 - 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; water

diethylmalonate potassium salt + 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Stage #1: diethylmalonate potassium salt With triethylamine; magnesium chloride In acetonitrile at 20 - 25℃; Stage #2: 2,4,5-trifluoro-3-methoxybenzoyl chloride With triethylamine In acetonitrile at 20℃; for 18h;

3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl chloride; DMF / CH2Cl2 / 20 °C 2.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 2.2: hexane; tetrahydrofuran; CH2Cl2 / -78 - 10 °C View Scheme
Multi-step reaction with 2 steps 1.1: (COCl)2; DMF / CH2Cl2 2.1: MgCl2; Et3N / acetonitrile / 20 - 25 °C 2.2: Et3N / acetonitrile / 18 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 2: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h View Scheme

methyl 3-methoxy-2,4,5-trifluorobenzoate (136897-64-8) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Multi-step reaction with 3 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 View Scheme
Multi-step reaction with 3 steps 1: 61 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 2: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 3: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h View Scheme

2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine; magnesium chloride / ethyl acetate 2: hydrogenchloride; water View Scheme
Multi-step reaction with 2 steps 1.1: magnesium; tetrachloromethane / ethanol / 2.5 h / Reflux 1.2: 2 h 2.1: toluene-4-sulfonic acid / water / 3 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: magnesium ethylate / toluene 2: toluene-4-sulfonic acid / water / 9 h View Scheme

ethyl potassium malonate (6148-64-7) + 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Stage #1: ethyl potassium malonate With magnesium chloride In ethyl acetate at 20℃; for 0.5h; Inert atmosphere; Stage #2: With triethylamine In ethyl acetate at 20℃; for 0.5h; Inert atmosphere; Stage #3: 2,4,5-trifluoro-3-methoxybenzoyl chloride In ethyl acetate for 2h; Inert atmosphere; Reflux;	21.3 g
With triethylamine

2,4,5-trifluoro-3-methoxy-benzamide (112811-64-0) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid / 3.5 h / 100 °C 2: thionyl chloride / 3 h 3: magnesium ethylate / toluene 4: toluene-4-sulfonic acid / water / 9 h View Scheme

3-methoxy-2,4,5-trifluorobenzonitrile (112811-63-9) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Multi-step reaction with 5 steps 1: sulfuric acid; water / 1 h / 110 °C 2: sulfuric acid / 3.5 h / 100 °C 3: thionyl chloride / 3 h 4: magnesium ethylate / toluene 5: toluene-4-sulfonic acid / water / 9 h View Scheme

1-bromo-2,4,5-trifluoro-3-methoxybenzene (13332-24-6) → ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4)

Conditions	Yield
Multi-step reaction with 6 steps 1: 1-methyl-pyrrolidin-2-one / 4.5 h / 140 - 150 °C 2: sulfuric acid; water / 1 h / 110 °C 3: sulfuric acid / 3.5 h / 100 °C 4: thionyl chloride / 3 h 5: magnesium ethylate / toluene 6: toluene-4-sulfonic acid / water / 9 h View Scheme

orthoformic acid triethyl ester (122-51-0) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → ethyl (2Z)-3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate (866954-86-1)

Conditions	Yield
With acetic anhydride at 120 - 150℃; for 1.5 - 3h; Product distribution / selectivity;	100%
With acetic anhydride for 4h; Heating;

trifluoroethylamine (753-90-2) + orthoformic acid triethyl ester (122-51-0) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 3-[(2,2,2-trifluoroethyl)amino]-2-(2,4,5-trifluoro-3-methoxybenzoyl)acryl acid ethyl ester (874482-36-7)

Conditions	Yield
Stage #1: orthoformic acid triethyl ester; ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate With acetic anhydride for 2h; Heating / reflux; Stage #2: trifluoroethylamine In ethanol at 0 - 20℃;	100%
Stage #1: orthoformic acid triethyl ester; ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate With acetic anhydride for 2h; Heating / reflux; Stage #2: trifluoroethylamine In ethanol at 0 - 20℃;

cyclopropyl isothiocyanate (56601-42-4) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) + methyl iodide (74-88-4) → ethyl 3-cyclopropylamino-3-methylsulfanyl-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate

Conditions	Yield
Stage #1: cyclopropyl isothiocyanate; ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 24h;	92%

anti-2-[2-fluoro-(4-methoxyphenyl)sulfinyl]ethylamine + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → (Z)-3-[(R)-2-Fluoro-2-((R)-4-methoxy-benzenesulfinyl)-ethylamino]-2-(2,4,5-trifluoro-3-methoxy-benzoyl)-acrylic acid ethyl ester

Conditions	Yield
Stage #1: N,N-dimethyl-formamide dimethyl acetal; ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate In benzene for 1h; Heating; Stage #2: anti-2-[2-fluoro-(4-methoxyphenyl)sulfinyl]ethylamine In toluene at 20℃; for 2h;	89%

(4aS,7aS)-tert-butyl octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → (4aS,7aS)-tert-butyl 6-(4-(3-ethoxypropanol)-3,6-difluoro-2-methoxyphenyl)octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate

Conditions	Yield
With triethylamine In toluene; acetonitrile at 25 - 50℃; for 76h;	84%

7-(S)-acetylamimo-5-azaspiro[2.4]heptane (627532-46-1) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → ethyl 4-[7-(S)-acetylamimo-5-azaspiro[2.4]hept-5-yl]-2,5-difluoro-3-methoxybenzoylacetate (627532-48-3)

Conditions	Yield
With triethylamine In acetonitrile at 70℃; for 7h;	76%

Isobutyl iodide (513-38-2) + cyclopropyl isothiocyanate (56601-42-4) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → C19H24F3NO4S

Conditions	Yield
Stage #1: cyclopropyl isothiocyanate; ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate With tetrabutylammomium bromide; potassium hydroxide In N,N-dimethyl-formamide Stage #2: Isobutyl iodide	76%

(7S)-5-azaspiro[2.4]heptan-7-ylcarbamic acid tert-butyl ester (127199-45-5) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → ethyl 4-[7-(S)-tert-butoxycarbonylamino-5-azaspiro[2.4]hept-5-yl]-2,5-difluoro-3-methoxybenzoylacetate (627532-31-4)

Conditions	Yield
With triethylamine In acetonitrile at 25 - 50℃; for 76h;	74%

cyclopropyl isothiocyanate (56601-42-4) + ethyl iodide (75-03-6) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → C18H22F3NO4S

Conditions	Yield
Stage #1: cyclopropyl isothiocyanate; ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate With tetrabutylammomium bromide; potassium hydroxide In N,N-dimethyl-formamide Stage #2: ethyl iodide	74%

2-fluoroethylamine hydrochloride (460-08-2) + triethyl <14C>orthoformate (108055-42-1) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 6,7-difluoro-1-(2-fluoroethyl)-8-methoxy-1,4-dihydro-4-oxo[2-14 C1]quinoline-3-carboxylic acid ethyl ester

Conditions	Yield
Stage #1: triethyl <14C>orthoformate; ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate With acetic anhydride; potassium carbonate for 1h; Reflux; Inert atmosphere; Stage #2: 2-fluoroethylamine hydrochloride With potassium carbonate In dimethyl sulfoxide at 47 - 78℃; for 4h; Inert atmosphere; Further stages;	53%

orthoformic acid triethyl ester (122-51-0) + ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → ethyl 3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate (122375-85-3)

Conditions	Yield
With acetic anhydride for 22h; Heating;
With acetic anhydride
With acetic anhydride
With acetic anhydride for 8h; Reflux;

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-2-methylsulfanyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (922492-57-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / dimethylformamide / 0 - 20 °C 1.2: 92 percent / dimethylformamide / 24 h / 20 °C 2.1: sodium hydride / dimethylformamide / 75 °C View Scheme
Multi-step reaction with 2 steps 1.1: potassium hydroxide; tetrabutylammomium bromide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere 1.2: 16 h / 0 - 20 °C / Inert atmosphere 1.3: 3 h / Inert atmosphere 2.1: potassium tert-butylate / toluene / 16 h / Inert atmosphere; Reflux View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → ethyl 1-cyclopropyl-6,7-difluoro-2-methanesulfinyl-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate (922492-58-8)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / dimethylformamide / 0 - 20 °C 1.2: 92 percent / dimethylformamide / 24 h / 20 °C 2.1: sodium hydride / dimethylformamide / 75 °C 3.1: m-chloroperbenzoic acid / CH2Cl2 / 20 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (767307-41-5)

Conditions	Yield
Multi-step reaction with 3 steps 1: Ac2O / 4 h / Heating 2: dimethylsulfoxide / 18 h / 20 °C 3: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 1-(4-acetoxy-phenyl)-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Conditions	Yield
Multi-step reaction with 4 steps 1: Ac2O / 4 h / Heating 2: dimethylsulfoxide / 18 h / 20 °C 3: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → (Z)-3-(4-Hydroxy-phenylamino)-2-(2,4,5-trifluoro-3-methoxy-benzoyl)-acrylic acid ethyl ester

Conditions	Yield
Multi-step reaction with 2 steps 1: Ac2O / 4 h / Heating 2: dimethylsulfoxide / 18 h / 20 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → C19H12BF4NO5

Conditions	Yield
Multi-step reaction with 5 steps 1: Ac2O / 4 h / Heating 2: dimethylsulfoxide / 18 h / 20 °C 3: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 6-fluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid

Conditions	Yield
Multi-step reaction with 6 steps 1.1: Ac2O / 4 h / Heating 2.1: dimethylsulfoxide / 18 h / 20 °C 3.1: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4.1: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5.1: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating 6.1: NaHCO3 / acetonitrile / 12 h / 65 °C 6.2: 49 percent / Et3N / ethanol / 3 h / 65 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 6-fluoro-1-(4-hydroxy-phenyl)-8-methoxy-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions	Yield
Multi-step reaction with 6 steps 1.1: Ac2O / 4 h / Heating 2.1: dimethylsulfoxide / 18 h / 20 °C 3.1: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4.1: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5.1: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating 6.1: NaHCO3 / acetonitrile / 12 h / 65 °C 6.2: 35 percent / Et3N / ethanol / 3 h / 65 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 6-fluoro-1-(4-hydroxy-phenyl)-8-methoxy-7-(1-methyl-hexahydro-pyrrolo[3,4-b]pyrrol-5-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions	Yield
Multi-step reaction with 6 steps 1.1: Ac2O / 4 h / Heating 2.1: dimethylsulfoxide / 18 h / 20 °C 3.1: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4.1: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5.1: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating 6.1: NaHCO3 / acetonitrile / 12 h / 65 °C 6.2: Et3N / ethanol / 3 h / 65 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 7-((3R,5S)-3,5-Dimethyl-piperazin-1-yl)-6-fluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions	Yield
Multi-step reaction with 6 steps 1.1: Ac2O / 4 h / Heating 2.1: dimethylsulfoxide / 18 h / 20 °C 3.1: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4.1: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5.1: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating 6.1: NaHCO3 / acetonitrile / 12 h / 65 °C 6.2: 41 percent / Et3N / ethanol / 3 h / 65 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 7-((1R,5S,6S)-6-Amino-3-aza-bicyclo[3.1.0]hex-3-yl)-6-fluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions

Yield

Multi-step reaction with 7 steps 1.1: Ac2O / 4 h / Heating 2.1: dimethylsulfoxide / 18 h / 20 °C 3.1: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4.1: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5.1: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating 6.1: NaHCO3 / acetonitrile / 12 h / 65 °C 6.2: Et3N / ethanol / 3 h / 65 °C 7.1: aq. HCl / tetrahydrofuran; dioxane / 12 h / 20 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 7-(3-tert-butoxycarbonylamino-pyrrolidin-1-yl)-6-fluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions	Yield
Multi-step reaction with 6 steps 1.1: Ac2O / 4 h / Heating 2.1: dimethylsulfoxide / 18 h / 20 °C 3.1: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4.1: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5.1: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating 6.1: NaHCO3 / acetonitrile / 12 h / 65 °C 6.2: Et3N / ethanol / 3 h / 65 °C View Scheme

ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate (112811-68-4) → 7-[3-(tert-butoxycarbonylamino-methyl)-pyrrolidin-1-yl]-6-fluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions	Yield
Multi-step reaction with 6 steps 1.1: Ac2O / 4 h / Heating 2.1: dimethylsulfoxide / 18 h / 20 °C 3.1: K2CO3 / dimethylsulfoxide / 1.17 h / 95 °C 4.1: 75 percent / Et3N / acetone; ethyl acetate / 12 h / 20 °C 5.1: 78 percent / BF3*OEt2 / tetrahydrofuran / 12 h / Heating 6.1: NaHCO3 / acetonitrile / 12 h / 65 °C 6.2: Et3N / ethanol / 3 h / 65 °C View Scheme

Upstream product

• 1071-46-1 hydrogen ethyl malonate 
• 112811-66-2 2,4,5-trifluoro-3-methoxybenzoyl chloride 
• 112811-65-1 3-methoxy-2,4,5-trifluorobenzoic acid 
• 136897-64-8 methyl 3-methoxy-2,4,5-trifluorobenzoate 
• 112811-67-3 diethyl 3-methoxy-2,4,5-trifluorobenzoylmalonate 
• 6148-64-7 ethyl potassium malonate 
• 112811-64-0 2,4,5-trifluoro-3-methoxy-benzamide 
• 112811-63-9 3-methoxy-2,4,5-trifluorobenzonitrile 
• 13332-24-6 1-bromo-3-methoxy-2,4,5-trifluorobenzene 

Downstream Products

• 122375-85-3 ethyl 3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate 
• 866954-86-1 ethyl (2Z)-3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate 
• 767307-41-5 6,7-difluoro-1-(4-hydroxy-phenyl)-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 

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