5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one

Base Information

• Chemical Name: 5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one
• CAS No.: 1346674-59-6
• Molecular Formula: C₁₈H₂₂BrN₅O₂
• Molecular Weight: 420.309
• Mol file: 1346674-59-6.mol

Synonyms:5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one

Chemical Property of 5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one

There total 1 articles about 5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one 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:

4-(6-nitropyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (571189-16-7) → 5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one (1346674-59-6)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h / 20 °C / Inert atmosphere

2: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 3 h / Inert atmosphere; Reflux

3: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C

4: sodium cyanoborohydride; zinc(II) chloride / methanol / 5 h / 50 °C

With hydrogenchloride; hydrogen; sodium cyanoborohydride; caesium carbonate; zinc(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; methanol; ethanol;

Reference yield:

5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one (1346674-59-6) → 4-(1-methyl-5-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)-6-oxo-1,6-dihydropyridin-3-yl)-2-(4-oxo-7,8,9,10-tetrahydropyridazino[4,5-a]indolizin-3(4H)-yl)nicotinaldehyde

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate / 1,4-dioxane / 14 h / 65 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide; water / 10 h / 50 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; sodium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

5-bromo-1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)pyridin-2(1H)-one (1346674-59-6) → 3-[3-(hydroxymethyl)-4-[1-methyl-5-[[5-[4-(oxetan-3-yl)piperazin-1-yl]-2-pyridyl]amino]-6-oxo-3-pyridyl]-2-pyridyl]-7,8,9,10-tetrahydropyridazino[4,5-a]indolizin-4-one

Guidance literature:

Multi-step reaction with 3 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate / 1,4-dioxane / 14 h / 65 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide; water / 10 h / 50 °C / Inert atmosphere

3: methanol; sodium tetrahydroborate / 2 h / 20 °C

With methanol; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; sodium carbonate; In 1,4-dioxane; water; N,N-dimethyl-formamide;

upstream raw materials:

4-(6-nitropyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester