4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide

Base Information

• Chemical Name: 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide
• CAS No.: 1253574-93-4
• Molecular Formula: C₃₈H₄₆N₁₀O₅S
• Molecular Weight: 754.913

Synonyms:

Chemical Property of 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide

There total 7 articles about 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide 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: 41.0%

N,N-bis(4-methoxybenzyl)-4-(2-(6-methoxypyridin-3-ylamino)-5-(piperazin-1-ylmethyl)pyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine (1298135-05-3) + dimethylamino sulfonyl chloride (13360-57-1) → 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide (1253574-93-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm300184s

Reference yield:

2-fluoro-5-methylpyridine (2369-19-9) → 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide (1253574-93-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 2 h / Inert atmosphere; Reflux

2.1: N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

3.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 2 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: sodium hydroxide / tetrahydrofuran; water / 0.5 h / 22 °C

4.2: pH 4 - 5

5.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 2 h / Inert atmosphere

8.1: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With N-Bromosuccinimide; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane; lithium diisopropyl amide; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; 5.1: Suzuki-Miyaura cross-coupling;

DOI:10.1021/jm300184s

Reference yield:

tert-butyl 4-((6-fluoropyridin-3-yl)methyl)-piperazine-1-carboxylate (1253569-00-4) → 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylpiperazine-1-sulfonamide (1253574-93-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane / 2 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: sodium hydroxide / tetrahydrofuran; water / 0.5 h / 22 °C

2.2: pH 4 - 5

3.1: bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 2 h / Inert atmosphere

6.1: triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate; triethylamine; trifluoroacetic acid; sodium hydroxide; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; n-heptane; dichloromethane; water; 3.1: Suzuki-Miyaura cross-coupling;

DOI:10.1021/jm300184s

upstream raw materials:

2-fluoro-5-methylpyridine

tert-butyl 4-((6-fluoropyridin-3-yl)methyl)-piperazine-1-carboxylate

tert-butyl 4-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-fluoropyridin-3-yl)methyl)piperazine-1-carboxylate

N,N-bis(4-methoxybenzyl)-4-(2-(6-methoxypyridin-3-ylamino)-5-(piperazin-1-ylmethyl)pyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine

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