N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide

Base Information

Chemical Name:N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide
CAS No.:1437789-80-4
Molecular Formula:C₂₆H₂₇FN₄O₃
Molecular Weight:462.524
Hs Code.:

Synonyms:N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide

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Chemical Property of N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide

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Technology Process of N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide

There total 10 articles about N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide 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: 35.0%

: 1437790-02-7
7-fluoro-1,5-naphthyridine-4-carboxylic acid

: 1437789-75-7
(S)-3-((1r,4S)-4-aminocyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1437789-80-4
N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

: 1437790-07-2
8-bromo-3-fluoro-1,5-naphthyridine

: 1437789-80-4
N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 - 90 °C / Sealed tube; Inert atmosphere

2: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / N,N-dimethyl-formamide / 4 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
DOI:10.1021/jm4000038

Reference yield:

: 210169-05-4
5-fluoropyridin-3-amine

: 1437789-80-4
N-((1S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohexyl)-7-fluoro-1,5-naphthyridine-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: ethanol / 3 h / Reflux

2: dowtherm A

3: phosphorus tribromide / N,N-dimethyl-formamide

4: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 - 90 °C / Sealed tube; Inert atmosphere

5: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / N,N-dimethyl-formamide / 4 h / 20 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; phosphorus tribromide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm4000038