methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

Base Information

Chemical Name:methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate
CAS No.:1059687-79-4
Molecular Formula:C₁₈H₁₇FN₄O₄
Molecular Weight:372.356
Hs Code.:

Synonyms:methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

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Chemical Property of methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

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Technology Process of methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

There total 2 articles about methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[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: 64.0%

: 1059687-76-1
methyl 5-(2-fluoro-4-nitrophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

: 1059687-79-4
methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

Guidance literature:: With acetic acid; zinc; In methanol; at 70 ℃; for 2h;

Reference yield:

: 1059687-74-9
methyl 5-chloro-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro-1,8-naphthyridine-3-carboxylate

: 1059687-79-4
methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / 1,4-dioxane / 1 h / 110 °C / Microwave irradiation; Inert atmosphere

2: acetic acid; zinc / methanol / 2 h / 70 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; acetic acid; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; zinc; In 1,4-dioxane; methanol; 1: Buchwald-Hartwig reaction;
DOI:10.1016/j.tetlet.2010.11.063

Reference yield: 42.0%

: 1059687-79-4
methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

: 1059687-80-7
methyl 5-(2-fluoro-4-iodophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate

Guidance literature:: methyl 5-(4-amino-2-fluorophenylamino)-1,8-dimethyl-4,7-dioxo-1,4,7,8-tetrahydro[1,8]naphthyridine-3-carboxylate; With hydrogenchloride; sodium nitrite; In water; acetic acid; at 0 ℃; for 0.5h;

With copper(l) iodide; In water; acetic acid; at 0 - 70 ℃; for 0.5h;