ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Base Information

Chemical Name:ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate
CAS No.:181625-19-4
Molecular Formula:C₂₂H₁₉ClF₃N₃O₅
Molecular Weight:497.858
Hs Code.:

Synonyms:ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

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Chemical Property of ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

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Technology Process of ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

There total 9 articles about ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-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:

: 3-(5-tert-butoxycarbonylamino-2,4-difluoro-phenylamino)-2-(2,6-dichloro-5-fluoro-pyridine-3-carbonyl)-acrylic acid ethyl ester

: 181625-19-4
ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 0.5h;
DOI:10.1021/jm0205090

Reference yield:

: 153775-33-8
2,4-difluoro-5-nitro-benzoic acid

: 181625-19-4
ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl chloride; DMF / CH₂Cl₂ / 18 h / 20 °C

2: sodium azide / CH₂Cl₂; dimethylformamide / 0.33 h / 20 °C

3: 149 g / CH₂Cl₂; dimethylformamide / 2 h / Heating

4: 75 percent / H₂ / palladium black / methanol / 72 h / 20 °C

5: CH₂Cl₂ / 1 h / 20 °C

6: 4.9 g / K₂CO₃ / dimethylformamide / 0.5 h / 80 °C

With sodium azide; oxalyl dichloride; hydrogen; potassium carbonate; N,N-dimethyl-formamide; palladium; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0205090

Reference yield:

: 221560-09-4
2,4-Difluoro-5-nitrobenzoyl Chloride

: 181625-19-4
ethyl 1-(5-tert-butoxycarbonylamino-2,4-difluorophenyl)-7-chloro-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium azide / CH₂Cl₂; dimethylformamide / 0.33 h / 20 °C

2: 149 g / CH₂Cl₂; dimethylformamide / 2 h / Heating

3: 75 percent / H₂ / palladium black / methanol / 72 h / 20 °C

4: CH₂Cl₂ / 1 h / 20 °C

5: 4.9 g / K₂CO₃ / dimethylformamide / 0.5 h / 80 °C

With sodium azide; hydrogen; potassium carbonate; palladium; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0205090