(+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt

Base Information

• Chemical Name: (+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt
• CAS No.: 103477-56-1
• Molecular Formula: C₂₆H₂₆FN₃O₅
• Molecular Weight: 479.508
• Mol file: 103477-56-1.mol

Synonyms:(+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt

Chemical Property of (+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt

There total 6 articles about (+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt 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: 76.0%

4-ethoxycarbonylpiperazine (120-43-4) + (+/-)-7-chloro-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (103477-55-0) → (+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt (103477-56-1)

Guidance literature:

In various solvent(s); at 100 - 110 ℃; for 18h;

DOI:10.1021/jm00160a042

Reference yield:

trans-2-phenylcyclopropylamine (155-09-9) → (+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt (103477-56-1)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 0.5 h / Ambient temperature

2: 74 percent / NaH / tetrahydrofuran / 4 h / 70 °C

3: 93 percent / KOH / tetrahydrofuran; H₂O / 1.5 h / 65 - 70 °C

4: 76 percent / various solvent(s) / 18 h / 100 - 110 °C

With potassium hydroxide; sodium hydride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jm00160a042

Reference yield:

ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate (86483-51-4) → (+/-)-7-<4-(ethoxycarbonyl)piperazino>-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid ethyl piperazinecarboxylate salt (103477-56-1)

Guidance literature:

Multi-step reaction with 5 steps

1: acetic anhydride / 2 h / 110 °C

2: CH₂Cl₂ / 0.5 h / Ambient temperature

3: 74 percent / NaH / tetrahydrofuran / 4 h / 70 °C

4: 93 percent / KOH / tetrahydrofuran; H₂O / 1.5 h / 65 - 70 °C

5: 76 percent / various solvent(s) / 18 h / 100 - 110 °C

With potassium hydroxide; acetic anhydride; sodium hydride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jm00160a042

upstream raw materials:

4-ethoxycarbonylpiperazine

(+/-)-7-chloro-6-fluoro-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

trans-2-phenylcyclopropylamine

ethyl 2,4-dichloro-5-fluoro-benzoyl-acetate

Downstream raw materials:

(+/-)-6-fluoro-7-piperazino-1-(2'-trans-phenylcyclopropyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid