benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate

Base Information

Chemical Name:benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate
CAS No.:1589601-98-8
Molecular Formula:C₂₃H₁₆F₄N₂O₂
Molecular Weight:428.386
Hs Code.:

Synonyms:benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate

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Chemical Property of benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate

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Technology Process of benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate

There total 5 articles about benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-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: 41.8%

: 253-69-0
[1,7]naphthyridine

: 142808-15-9
4-bromo-2-fluoro-1-(trifluoromethyl)benzene

: 501-53-1,94274-21-2
benzyl chloroformate

: 1589601-98-8
benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate

Guidance literature:: 4-bromo-2-fluoro-1-(trifluoromethyl)benzene; With diisobutylaluminium hydride; In diethyl ether; hexane; at 20 ℃; for 1h; Cooling with ice;

[1,7]naphthyridine; benzyl chloroformate; In tetrahydrofuran; diethyl ether; hexane; toluene; at 20 ℃; for 2h; Cooling with ice;
DOI:10.1021/jm401955h

Reference yield:

: 405174-97-2
3-bromopicolinaldehyde

: 1589601-98-8
benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C

2.1: ammonia / ethanol / 2 h / 80 °C / Sealed tube

3.1: diisobutylaluminium hydride / diethyl ether; hexane / 1 h / 20 °C / Cooling with ice

3.2: 2 h / 20 °C / Cooling with ice

With copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; ammonia; diisobutylaluminium hydride; triethylamine; In diethyl ether; ethanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm401955h

Reference yield:

: 38749-79-0
3-bromo-2-picoline

: 1589601-98-8
benzyl 8-(3-fluoro-4-(trifluoromethyl)phenyl)-1,7-naphthyridine-7(8H)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 30 h / Reflux

2.1: morpholine / 1 h / 60 °C

3.1: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C

4.1: ammonia / ethanol / 2 h / 80 °C / Sealed tube

5.1: diisobutylaluminium hydride / diethyl ether; hexane / 1 h / 20 °C / Cooling with ice

5.2: 2 h / 20 °C / Cooling with ice

With morpholine; N-Bromosuccinimide; copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; ammonia; diisobutylaluminium hydride; triethylamine; dibenzoyl peroxide; In tetrachloromethane; diethyl ether; ethanol; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm401955h