methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

Base Information

Chemical Name:methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate
CAS No.:1186040-12-9
Molecular Formula:C₂₀H₁₄ClN₃O₂
Molecular Weight:363.803
Hs Code.:

Synonyms:methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

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Chemical Property of methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

Chemical Property:

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Technology Process of methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

There total 5 articles about methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-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:

: 1186040-05-0
methyl 5-chlorobenzo[c][2,6]naphthyridine-7-carboxylate

: 108-42-9
3-chloro-aniline

: 1186040-12-9
methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

Guidance literature:: In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 0.166667h; Product distribution / selectivity; Microwave irradiation;

Reference yield:

: methyl 2-amino-3-(4-(diisopropylcarbamoyl)pyridin-3-yl)benzoate

: 1186040-12-9
methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: trichlorophosphate / 2 h / 120 °C

3: 1-methyl-pyrrolidin-2-one / 120 °C / Microwave irradiation

With 1-methyl-pyrrolidin-2-one; sodium hexamethyldisilazane; trichlorophosphate; In tetrahydrofuran;
DOI:10.1021/jm101251q

Reference yield:

: 20776-51-6
2-amino-3-bromo benzoic acid

: 1186040-12-9
methyl 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sulfuric acid / 31 h / Reflux

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane; water / 2 h / Inert atmosphere; Reflux

3: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4: trichlorophosphate / 2 h / 120 °C

5: 1-methyl-pyrrolidin-2-one / 120 °C / Microwave irradiation

With 1-methyl-pyrrolidin-2-one; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; sodium hexamethyldisilazane; caesium carbonate; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; water; 2: Suzuki coupling;
DOI:10.1021/jm101251q