7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Base Information

Chemical Name:7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid
CAS No.:1356199-45-5
Molecular Formula:C₃₃H₃₁ClFN₅O₆
Molecular Weight:648.09
Hs Code.:

7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Synonyms:7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

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Chemical Property of 7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

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Technology Process of 7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

There total 4 articles about 7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-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: 86.0%

: 4-aminomethyl-3-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidine dimesylate

: 100361-18-0
7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

: 100-52-7
benzaldehyde

: 1356199-45-5
7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: 4-aminomethyl-3-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidine dimesylate; benzaldehyde; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In acetonitrile; at 20 ℃; for 3h; Inert atmosphere;

7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid; In acetonitrile; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.07.010

Reference yield:

: 93983-13-2
2-chloro-3,4-dimethoxybenzyl alcohol

: 1356199-45-5
7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: phosphorus tribromide / dichloromethane / 0.5 h / 0 °C

2.1: sodium hydroxide / dichloromethane / 0.08 h / 20 °C

2.2: 20 °C

3.1: ethanol / 20 °C

4.1: acetonitrile / 0.5 h / 20 °C / Inert atmosphere

4.2: 3 h / 20 °C / Inert atmosphere

4.3: 20 °C / Inert atmosphere

With phosphorus tribromide; sodium hydroxide; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.ejmech.2012.07.010

Reference yield:

: 5417-17-4
2-chloro-3,4-dimethoxybenzaldehyde

: 1356199-45-5
7-[3-(benzylideneamino)methyl-4-(2'-chloro-3',4'-dimethxoybenzyloxyimino)pyrrolidin-1-yl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / dichloromethane / 0.5 h / 20 °C

2.1: phosphorus tribromide / dichloromethane / 0.5 h / 0 °C

3.1: sodium hydroxide / dichloromethane / 0.08 h / 20 °C

3.2: 20 °C

4.1: ethanol / 20 °C

5.1: acetonitrile / 0.5 h / 20 °C / Inert atmosphere

5.2: 3 h / 20 °C / Inert atmosphere

5.3: 20 °C / Inert atmosphere

With sodium tetrahydroborate; phosphorus tribromide; sodium hydroxide; In ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.ejmech.2012.07.010