1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid

Base Information

Chemical Name:1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid
CAS No.:402923-56-2
Molecular Formula:C₂₈H₂₇FN₃O₇P
Molecular Weight:567.51
Hs Code.:

Synonyms:1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid

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Chemical Property of 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid

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Technology Process of 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid

There total 7 articles about 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-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: 81.0%

: 402923-54-0
ethyl 1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylate

: 402923-56-2
1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid

Guidance literature:: With lithium hydroxide; In methanol; for 5h;
DOI:10.1021/jm0497895

Reference yield:

: 88419-56-1
2,4,5-trifluorobenzoyl chloride

: 402923-56-2
1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: MgCl₂; Et₃N / acetonitrile / 2.5 h / 20 - 25 °C

1.2: 90 percent / Et₃N / acetonitrile / 18 h / 20 °C

2.1: Ac₂O / 4 h / Heating

3.1: dimethylsulfoxide / 18 h / 20 °C

4.1: K₂CO₃ / dimethylsulfoxide / 1.17 h / 95 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h

5.2: 45 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

6.2: 30 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

7.1: 81 percent / aq. LiOH / methanol / 5 h

With lithium hydroxide; acetic anhydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; magnesium chloride; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0497895

Reference yield:

: 98349-24-7
ethyl 2,4,5-trifluorobenzoylacetate

: 402923-56-2
1,4-dihydro-6-fluoro-7-(4-methyl-1-piperazinyl)-4-oxoquinoline-1-[4-O-(phosphoric acid monobenzyl ester)phenyl]-3-carboxylic acid

Guidance literature:: 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: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h

4.2: 45 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide; tetrahydrofuran / 0.17 h / 0 °C

5.2: 30 percent / dimethylformamide; tetrahydrofuran; benzene / 18 h / 20 °C

6.1: 81 percent / aq. LiOH / methanol / 5 h

With lithium hydroxide; acetic anhydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm0497895