10-(4-Ethylpiperazin-1-yl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

Base Information

• Chemical Name: 10-(4-Ethylpiperazin-1-yl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
• CAS No.: 124338-73-4
• Molecular Formula: C19H22 F N3 O4
• DSSTox Substance ID: DTXSID70516744
• Mol file: 124338-73-4.mol

Synonyms:124338-73-4;SCHEMBL9194920;DTXSID70516744;10-(4-Ethylpiperazin-1-yl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

Chemical Property of 10-(4-Ethylpiperazin-1-yl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

Chemical Property:

• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 375.15943435
• Heavy Atom Count: 27
• Complexity: 649

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CCN(CC1)C2=C(C=C3C4=C2OCC(N4C=C(C3=O)C(=O)O)C)F

Technology Process of 10-(4-Ethylpiperazin-1-yl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid

There total 7 articles about 10-(4-Ethylpiperazin-1-yl)-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid 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: 68.0%

4-ethylpiperazine (5308-25-8) + 9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid (82419-35-0) → 9-(4-Ethyl-piperazin-1-yl)-8-fluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid (124338-73-4)

Guidance literature:

In dimethyl sulfoxide; at 100 - 140 ℃; for 5h;

DOI:10.1248/cpb.32.4907

Reference yield:

2,3,4-trifluoronitrobenzene (771-69-7) → 9-(4-Ethyl-piperazin-1-yl)-8-fluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid (124338-73-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 29 percent / 10percent KOH / H₂O; dimethylsulfoxide / 2 h / 18 - 20 °C

2: 65 percent / K₂CO₃, KI / acetone / 4 h / Heating

3: 90 percent / H₂, Raney Ni / ethanol

4: 1 h / 140 - 145 °C

5: PPE / 1 h / 140 - 145 °C

6: 94 percent / conc. HCl / acetic acid / 3 h / Heating

7: 68 percent / dimethylsulfoxide / 5 h / 100 - 140 °C

With hydrogenchloride; potassium hydroxide; hydrogen; nickel; potassium carbonate; potassium iodide; In ethanol; water; acetic acid; dimethyl sulfoxide; acetone;

DOI:10.1248/cpb.32.4907

Reference yield:

3,4-difluoro-2-(2-oxopropyloxy)nitrobenzene (82419-32-7) → 9-(4-Ethyl-piperazin-1-yl)-8-fluoro-3-methyl-6-oxo-2,3-dihydro-6H-1-oxa-3a-aza-phenalene-5-carboxylic acid (124338-73-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / H₂, Raney Ni / ethanol

2: 1 h / 140 - 145 °C

3: PPE / 1 h / 140 - 145 °C

4: 94 percent / conc. HCl / acetic acid / 3 h / Heating

5: 68 percent / dimethylsulfoxide / 5 h / 100 - 140 °C

With hydrogenchloride; hydrogen; nickel; In ethanol; acetic acid; dimethyl sulfoxide;

DOI:10.1248/cpb.32.4907

upstream raw materials:

4-ethylpiperazine

9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]-benzoxazine-6-carboxylic acid

2,3,4-trifluoronitrobenzene

3,4-difluoro-2-(2-oxopropyloxy)nitrobenzene