Ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxoquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxoquinoline-3-carboxylate
• CAS No.: 103877-51-6
• Molecular Formula: C₁₆H₁₆ClNO₃
• Molecular Weight: 305.761
• European Community (EC) Number: 600-496-4
• DSSTox Substance ID: DTXSID601138470
• Mol file: 103877-51-6.mol

Synonyms:103877-51-6;ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxoquinoline-3-carboxylate;CID 13657418;Ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate;ethyl7-chloro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate;SCHEMBL5733774;DTXSID601138470;AMY18812;BCP32980;ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxo-quinoline-3-carboxylate;7-chloro-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid ethyl ester;Ethyl 7-chloro-1-cyclopropyl-1,4-dihydro-8-methyl-4-oxo-3-quinolinecarboxylate;Ethyl7-chloro-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

Chemical Property of Ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxoquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 3.04E-08mmHg at 25°C
• Boiling Point: 448.7±45.0 °C(Predicted)
• PKA: -3.24±0.40(Predicted)
• Density: 1.362±0.06 g/cm3(Predicted)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 305.0818711
• Heavy Atom Count: 21
• Complexity: 486

Purity/Quality:

99.9% ^*data from raw suppliers

ethyl7-chloro-1-cyclopropyl-8-methyl-4-oxoquinoline-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(C2=C(C1=O)C=CC(=C2C)Cl)C3CC3
• Uses: Ethyl 7-chloro-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate is a heterocyclic compound and can be used as a pharmaceutical intermediate.

Technology Process of Ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxoquinoline-3-carboxylate

There total 7 articles about Ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxoquinoline-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: 90.8%

ethyl 3-(cyclopropylamino)-2-(2,4-dichloro-3-methylbenzoyl)acrylate (103877-38-9) → ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (103877-51-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 105 ℃; for 4h;

Reference yield:

2,6-dichlorotoluene (118-69-4) → ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (103877-51-6)

Guidance literature:

Multi-step reaction with 5 steps

1: aluminum (III) chloride / dichloromethane / 12 h / 20 - 40 °C

2: sodium hydride / 1.67 h / 20 - 70 °C

3: toluene / 1 h / Reflux

4: toluene / 0.5 h / 50 - 55 °C

5: potassium carbonate / N,N-dimethyl-formamide / 4 h / 105 °C

With aluminum (III) chloride; sodium hydride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

1-(2,4-dichloro-3-methylphenyl)ethanone (157652-32-9) → ethyl 7-chloro-1-cyclopropyl-8-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (103877-51-6)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / 1.67 h / 20 - 70 °C

2: toluene / 1 h / Reflux

3: toluene / 0.5 h / 50 - 55 °C

4: potassium carbonate / N,N-dimethyl-formamide / 4 h / 105 °C

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; toluene;

upstream raw materials:

2,6-dichlorotoluene

1-(2,4-dichloro-3-methylphenyl)ethanone

ethyl 3-(cyclopropylamino)-2-(2,4-dichloro-3-methylbenzoyl)acrylate

2,4-Dichloro-3-methyl-benzoic acid

Downstream raw materials:

C₃₀H₂₉N₃O₄

ozenoxacin