ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

Base Information

Chemical Name:ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate
CAS No.:318684-26-3
Molecular Formula:C₂₇H₂₅ClF₂N₄O₃
Molecular Weight:526.97
Hs Code.:

Synonyms:ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

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Chemical Property of ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

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Technology Process of ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

There total 10 articles about ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-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: 7.0%

: 1478-85-9
4-(3-fluoro-4-methyl-phenyl)piperazine

: 318684-31-0
ethyl 8-chloro-7,9-difluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

: 318684-26-3
ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

: 8-chloro-9-fluoro-7-[4-(3-fluoro-4-methyl-phenyl)-piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydro-benzo[f][1,7]naphthyridine-2-carboxylic acid ethyl ester

Guidance literature:: In dimethyl sulfoxide; at 80 ℃; for 28h;
DOI:10.1016/S0960-894X(03)00057-X

Reference yield:

: 1478-85-9
4-(3-fluoro-4-methyl-phenyl)piperazine

: 318684-31-0
ethyl 8-chloro-7,9-difluoro-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

: 318684-26-3
ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

Guidance literature:: In ethanol; di-isopropyl ether; water; dimethyl sulfoxide;

Reference yield:

: 2613-34-5
2,4-difluoro-3-chloro-aniline

: 318684-26-3
ethyl 8-chloro-7-fluoro-9-[4-(3-fluoro-4-methylphenyl)piperazin-1-yl]-4-methyl-1-oxo-1,4-dihydrobenzo[f] [1,7]naphthyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 74 percent / NBS / dimethylformamide / 1 h / -2 °C

2.1: BuLi / tetrahydrofuran / -75 °C

2.2: 59 percent / 3 h / -70 °C

3.1: 73 percent / 12 N aq. HCl / ethanol / 16 h / 20 °C

4.1: 85 percent / H₂ / Ni Raney / ethanol / 1 h / 20 °C / 760 Torr

5.1: 89 percent / 1 h / 120 °C

6.1: 90 percent / diphenyl ether / 0.5 h / 240 °C

7.1: 85 percent / K₂CO₃ / dimethylformamide / 1 h / 110 °C

8.1: 46 percent / dimethylsulfoxide / 28 h / 80 °C

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; hydrogen; potassium carbonate; nickel; In tetrahydrofuran; diphenylether; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 6.1: Gould-Jacobs cyclisation;
DOI:10.1016/S0960-894X(03)00057-X