ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate

Base Information

Chemical Name:ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate
CAS No.:145122-71-0
Molecular Formula:C₂₅H₂₅F₃N₄O₃
Molecular Weight:486.494
Hs Code.:

Synonyms:ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate

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Chemical Property of ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate

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Technology Process of ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate

There total 5 articles about ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-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: 81.0%

: 100491-29-0
ethyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

: 145122-55-0
6,9-diazaspiro<4,5>decane dihydrochloride

: 145122-71-0
ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate

Guidance literature:: With 1-methyl-pyrrolidin-2-one; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 100 ℃;
DOI:10.1139/v92-171

Reference yield:

: 22649-37-2
1-amino-cyclopentanecarboxylic acid ethyl ester hydrochloride

: 145122-71-0
ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / NaHCO₃ / tetrahydrofuran; H₂O / 16 h / Ambient temperature

2: 71.4 percent / H₂ / 10percent Pd/C / ethanol / 18 h / 3040 Torr

3: 1.) borane*THF complex 2.) HCl / 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h

4: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, 1-methyl-2-pyrrolidinone / 100 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; borane-THF; hydrogen; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; ethanol; water;
DOI:10.1139/v92-171

Reference yield:

: 93948-00-6
1-N-carbobenzyloxyglycylamino-1-ethoxycarbonylcyclopentane

: 145122-71-0
ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-(6,9-diazaspiro<4,5>decan-9-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 71.4 percent / H₂ / 10percent Pd/C / ethanol / 18 h / 3040 Torr

2: 1.) borane*THF complex 2.) HCl / 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h

3: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, 1-methyl-2-pyrrolidinone / 100 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; borane-THF; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In ethanol;
DOI:10.1139/v92-171