Ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate
• CAS No.: 103460-87-3
• Molecular Formula: C20H23F2N3O3
• Molecular Weight: 391.41200
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00551188
• Mol file: 103460-87-3.mol

Synonyms:103460-87-3;Ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate;ETHYL 1-CYCLOPROPYL-6,8-DIFLUORO-7-(3-METHYLPIPERAZIN-1-YL)-4-OXOQUINOLINE-3-CARBOXYLATE;SCHEMBL6784057;DTXSID00551188;C20H23F2N3O3;MFCD25973504;A896454;Ethyl1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Chemical Property of Ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

Chemical Property:

• Boiling Point: 554.7±50.0 °C(Predicted)
• PKA: 8.57±0.40(Predicted)
• PSA: 63.57000
• Density: 1.336±0.06 g/cm3(Predicted)
• LogP: 2.98320
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 391.17074793
• Heavy Atom Count: 28
• Complexity: 669

Purity/Quality:

97% ^*data from raw suppliers

Ethyl1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(C2=C(C(=C(C=C2C1=O)F)N3CCNC(C3)C)F)C4CC4

Technology Process of Ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

There total 1 articles about Ethyl 1-cyclopropyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-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:

1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ethyl ester (94242-51-0) + (RS)-2-methylpiperazine (109-07-9) → 1-cyclopropyl-6,8-difluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (103460-87-3)

Guidance literature:

DOI:10.1021/jm0510023

Reference yield: 35.0%

1-cyclopropyl-6,8-difluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (103460-87-3) + 3-(4-Iodobutyl)-6-(3-ethyl-4-methylanilino)uracil (308833-37-6) → 1-cyclopropyl-7-(4-{4-[4-(3-ethyl-4-methyl-phenylamino)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-butyl}-3-methyl-piperazin-1-yl)-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (479069-86-8)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm0510023

Reference yield:

1-cyclopropyl-6,8-difluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (103460-87-3) → 1-cyclopropyl-7-(4-{4-[4-(3-ethyl-4-methyl-phenylamino)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-butyl}-3-methyl-piperazin-1-yl)-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / NaHCO₃ / dimethylformamide / 20 °C

2: 89 percent / aq. LiOH / methanol / 20 °C

With lithium hydroxide; sodium hydrogencarbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm0510023

upstream raw materials:

1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid ethyl ester

(RS)-2-methylpiperazine

Downstream raw materials:

1-cyclopropyl-7-(4-{4-[4-(3-ethyl-4-methyl-phenylamino)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-butyl}-3-methyl-piperazin-1-yl)-6,8-difluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester