5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde

Base Information

• Chemical Name: 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde
• CAS No.: 1253571-18-4
• Molecular Formula: C₃₂H₃₁N₇O₄
• Molecular Weight: 577.643

Synonyms:5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde 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: 90.0%

6-methoxy-pyridin-3-ylamine (6628-77-9) + 4-(5-(1,3-dioxolan-2-yl)-2-fluoropyridin-3-yl)-N,N-bis-(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine (1253571-12-8) → 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde (1253571-18-4)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm300184s

Reference yield:

5-(1,3-dioxolan-2-yl)-2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (1253571-13-9) → 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde (1253571-18-4)

Guidance literature:

Multi-step reaction with 2 steps

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

2: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; water; 1: Suzuki-Miyaura cross-coupling;

DOI:10.1021/jm300184s

Reference yield:

2-fluoro-5-formylpyridine (677728-92-6) → 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde (1253571-18-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / toluene / 0.75 h / 120 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 1.58 h / Inert atmosphere; Cooling with acetone-dry ice

2.2: 4.5 h / 22 °C / Inert atmosphere; Cooling with acetone-dry ice

3.1: sodium hydroxide / tetrahydrofuran; n-heptane; ethylbenzene; water / 22 °C

3.2: pH 5

4.1: magnesium sulfate / toluene / 72 h / 22 °C / Inert atmosphere

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

6.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium acetate; magnesium sulfate; toluene-4-sulfonic acid; sodium hydroxide; lithium hexamethyldisilazane; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; n-heptane; ethylbenzene; water; toluene; 5.1: Suzuki-Miyaura cross-coupling;

DOI:10.1021/jm300184s

upstream raw materials:

6-methoxy-pyridin-3-ylamine

4-(5-(1,3-dioxolan-2-yl)-2-fluoropyridin-3-yl)-N,N-bis-(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine

2-fluoro-5-formylpyridine

5-(1,3-dioxolan-2-yl)-2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Downstream raw materials:

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

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

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

(R)-(1-((5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)pyrrolidin-3-yl)methanol

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