7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

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Chemical Name:7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester
CAS No.:132195-60-9
Molecular Formula:C₂₂H₂₁F₃N₄O₃
Molecular Weight:446.429
Hs Code.:

Synonyms:7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

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Chemical Property of 7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

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Technology Process of 7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

There total 8 articles about 7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester 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:

: 82671-06-5
2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

: 132195-60-9
7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) MeLi / 1.) ether, THF, -30 deg C, 2 h, 2.) ether, THF, from -60 to 0 deg C, 2 h

2: PCl₅ / 0.13 h / 100 °C

3: 2.) p-TsOH*H₂O / 1.) ether, RT, 2 h, 2.) H₂O, reflux, 2.5 h

4: 94 percent / Ac₂O / 15 h / 130 °C

5: ethanol / 1 h / Ambient temperature

6: 91 percent / NaH / dioxane / 1 h / Ambient temperature

7: DBU / acetonitrile / 1 h / 70 °C

With phosphorus pentachloride; methyllithium; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; ethanol; acetonitrile;
DOI:10.1021/jm00081a013

Reference yield:

: 103831-11-4,116183-81-4,116183-83-6,122458-34-8
(S)-3-aminopyrrolidine dihydrochloride

: 132195-59-6
7-chloro-6-fluoro-5-phenyl-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid ethyl ester

: 132195-60-9
7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 70 ℃; for 1h;
DOI:10.1021/jm00081a013

Reference yield:

: 367-25-9,76563-56-9
2,4-difluorophenylamine

: 132195-60-9
7-((S)-3-Amino-pyrrolidin-1-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-5-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: ethanol / 1 h / Ambient temperature

2: 91 percent / NaH / dioxane / 1 h / Ambient temperature

3: DBU / acetonitrile / 1 h / 70 °C

With sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; ethanol; acetonitrile;
DOI:10.1021/jm00081a013