3-(3,5-dimethoxyphenyl)-N²,N²,N⁷,N⁷-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine

Base Information

• Chemical Name: 3-(3,5-dimethoxyphenyl)-N²,N²,N⁷,N⁷-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine
• CAS No.: 311819-96-2
• Molecular Formula: C₄₈H₄₈N₄O₆
• Molecular Weight: 776.932

Synonyms:3-(3,5-dimethoxyphenyl)-N²,N²,N⁷,N⁷-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine

Chemical Property of 3-(3,5-dimethoxyphenyl)-N²,N²,N⁷,N⁷-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine

Chemical Property:

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Technology Process of 3-(3,5-dimethoxyphenyl)-N²,N²,N⁷,N⁷-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine

There total 4 articles about 3-(3,5-dimethoxyphenyl)-N²,N²,N⁷,N⁷-tetrakis(4-methoxybenzyl)-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: 62.0%

p-methoxybenzyl chloride (824-94-2) + 3-(3,5-Dimethoxyphenyl)-1,6-naphthyridine-2,7-diamine (293301-09-4) → 3-(3,5-dimethoxyphenyl)-N2,N2,N7,N7-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine (311819-96-2)

Guidance literature:

3-(3,5-Dimethoxyphenyl)-1,6-naphthyridine-2,7-diamine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Further stages.;

DOI:10.1021/jm000161d

Reference yield:

3-(3,5-dimethoxyphenyl)-N7-trityl-1,6-naphthyridine-2,7-diamine (311820-00-5) → 3-(3,5-dimethoxyphenyl)-N2,N2,N7,N7-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine (311819-96-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.03 h / 20 °C

1.2: dimethylformamide / 2 h / 20 °C

2.1: silica gel / CH₂Cl₂ / 48 h / 20 °C

3.1: NaH / dimethylformamide / 0.08 h / 20 °C

3.2: 62 percent / dimethylformamide / 24 h / 20 °C

With silica gel; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm000161d

Reference yield:

3-(3,5-dimethoxyphenyl)-7-(tritylamino)-1,6-naphthyridin-2-ylformamide (311819-99-5) → 3-(3,5-dimethoxyphenyl)-N2,N2,N7,N7-tetrakis(4-methoxybenzyl)-1,6-naphthyridine-2,7-diamine (311819-96-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 79 percent / aq. NaOH / methanol; CH₂Cl₂ / 2.5 h / 40 °C

2.1: NaH / dimethylformamide / 0.03 h / 20 °C

2.2: dimethylformamide / 2 h / 20 °C

3.1: silica gel / CH₂Cl₂ / 48 h / 20 °C

4.1: NaH / dimethylformamide / 0.08 h / 20 °C

4.2: 62 percent / dimethylformamide / 24 h / 20 °C

With sodium hydroxide; silica gel; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm000161d

upstream raw materials:

p-methoxybenzyl chloride

3-(3,5-Dimethoxyphenyl)-1,6-naphthyridine-2,7-diamine

3-(3,5-dimethoxyphenyl)-N⁷-trityl-1,6-naphthyridine-2,7-diamine

3-(3,5-dimethoxyphenyl)-7-(tritylamino)-1,6-naphthyridin-2-ylformamide

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