2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide

Base Information

Chemical Name:2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide
CAS No.:1333401-90-3
Molecular Formula:C₂₃H₂₅FN₄O₂
Molecular Weight:408.476
Hs Code.:

Synonyms:2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide

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Chemical Property of 2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide

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Technology Process of 2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide

There total 10 articles about 2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide 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: 12.0%

: 201230-82-2
carbon monoxide

: 1075715-61-5
[(S)-cyclobutyl(3-fluorophenyl)]methylamine

: 1333401-96-9
N-(4-bromo-3-methyl-1-oxo-1H-[2,7]naphthyridin-2-yl)-ethyl-carbamic acid tert-butyl ester

: 1333401-90-3
2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide

Guidance literature:: With sodium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 120 ℃; under 1500.15 Torr;

Reference yield: 12.0%

: 1333402-01-9
(4-{[(S)-cyclobutyl-(3-fluorophenyl)methyl]carbomoyl}-3-methyl-1-oxo-1H-2,7-naphthyridin-2-yl)-ethyl-carbamic acid tert-butyl ester

: 1333401-90-3
2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 3430-22-6
3-Bromo-4-methylpyridin

: 1333401-90-3
2-ethylamino-3-methyl-1-oxo-1,2-dihydro-[2,7]naphthyridine-4-carboxylic acid [(S)-cyclobutyl-(3-fluorophenyl)methyl]amide

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 10 h / 70 - 80 °C / 2585.81 Torr

2.1: sodium hydroxide; water / 1,4-dioxane / 1 h / 50 - 60 °C

2.2: pH ~ 6

3.1: lithium diisopropyl amide / hexane; tetrahydrofuran / -78 - -20 °C

3.2: 2.5 h / -78 - 20 °C

4.1: sulfuric acid / 20 °C

5.1: ethanol / 13 h / Reflux

6.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C

7.1: sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 120 °C

7.2: 20 °C

8.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With N-Bromosuccinimide; sulfuric acid; water; sodium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; sodium hydroxide; lithium diisopropyl amide; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;