N⁷-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine

Base Information

• Chemical Name: N⁷-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine
• CAS No.: 862369-95-7
• Molecular Formula: C₂₄H₃₃N₅O₂
• Molecular Weight: 423.558

Synonyms:N⁷-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine

Chemical Property of N⁷-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine

Chemical Property:

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Technology Process of N⁷-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine

There total 4 articles about N⁷-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine 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%

N-[2-[[(tert-butylamino)carbonyl]amino]-3-(3,5-dimethoxyphenyl)-1,6-naphthyridin-7-yl]-N-[4-(diethylamino)butyl]acetamide (862370-38-5) → N7-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine (862369-95-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 98 ℃; for 144h;

DOI:10.1021/jm0500931

Reference yield:

N-(4-benzyloxy-butyl)-N-[2-(3-tert-butyl-ureido)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridin-7-yl]-acetamide (862370-10-3) → N7-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine (862369-95-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 36 percent / H₂ / Pd/C / ethanol / 36 h / 20 °C / 3102.89 Torr

2: N-methylmorpholine / tetrahydrofuran / 16 h / 20 °C

3: 0.39 g / tetrahydrofuran / 96 h / 50 °C

4: 81 percent / aq. NaOH / dioxane / 144 h / 98 °C

With 4-methyl-morpholine; sodium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol;

DOI:10.1021/jm0500931

Reference yield:

N-[2-(3-tert-butyl-ureido)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridin-7-yl]-N-(4-hydroxy-butyl)-acetamide (862370-16-9) → N7-(4-diethylamino-butyl)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridine-2,7-diamine (862369-95-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / tetrahydrofuran / 16 h / 20 °C

2: 0.39 g / tetrahydrofuran / 96 h / 50 °C

3: 81 percent / aq. NaOH / dioxane / 144 h / 98 °C

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jm0500931

upstream raw materials:

N-[2-[[(tert-butylamino)carbonyl]amino]-3-(3,5-dimethoxyphenyl)-1,6-naphthyridin-7-yl]-N-[4-(diethylamino)butyl]acetamide

N-[2-(3-tert-butyl-ureido)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridin-7-yl]-N-(4-hydroxy-butyl)-acetamide

methanesulfonic acid 4-{acetyl-[2-(3-tert-butyl-ureido)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridin-7-yl]-amino}-butyl ester

N-(4-benzyloxy-butyl)-N-[2-(3-tert-butyl-ureido)-3-(3,5-dimethoxy-phenyl)-[1,6]naphthyridin-7-yl]-acetamide

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