3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester

Base Information

Chemical Name:3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester
CAS No.:1386447-60-4
Molecular Formula:C₁₉H₁₇N₃O₅
Molecular Weight:367.361
Hs Code.:

Synonyms:3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester

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Chemical Property of 3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester

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Technology Process of 3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester

There total 7 articles about 3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester 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: 81.5%

: 18595-18-1
3-amino-4-methyl benzoic acid methyl ester

: 1386448-01-6
7-methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid

: 1386447-60-4
3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester

Guidance literature:: 7-methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid; With triethylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

3-amino-4-methyl benzoic acid methyl ester; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Product distribution / selectivity;

Reference yield:

: 45644-21-1
6-chloropyridin-2-amine

: 1386447-60-4
3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 - 20 °C

2.1: N,N,N',N'-Tetraethylethylenediamine; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 - -10 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C

2.3: -10 °C / pH 2 - 3

3.1: methanol / 20 °C / Inert atmosphere

4.1: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere

5.1: piperidine / acetic acid / methanol / 18 h / 60 °C

6.1: sodium hydroxide; water / methanol / 18 h / 65 °C

6.2: pH ~ 2 - 3

7.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

7.2: 18 h / 20 °C

With piperidine; hydrogenchloride; n-butyllithium; N,N,N',N'-Tetraethylethylenediamine; water; sodium hexamethyldisilazane; triethylamine; HATU; sodium hydroxide; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; N,N-dimethyl-formamide;

Reference yield:

: 294659-72-6
tert-butyl N-(6-chloro-3-formyl-2-pyridyl)carbamate

: 1386447-60-4
3-[(7-Methoxy-2-oxo-1,2-dihydro-[1,8]naphthyridine-3-carbonyl)-amino]-4-methyl-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol / 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane / 20 °C / Inert atmosphere

3.1: piperidine / acetic acid / methanol / 18 h / 60 °C

4.1: sodium hydroxide; water / methanol / 18 h / 65 °C

4.2: pH ~ 2 - 3

5.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 18 h / 20 °C

With piperidine; hydrogenchloride; water; triethylamine; HATU; sodium hydroxide; acetic acid; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;