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

Base Information

Chemical Name:1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one
CAS No.:1433860-31-1
Molecular Formula:C₂₄H₃₄BN₅O₄
Molecular Weight:467.376
Hs Code.:

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

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

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

There total 1 articles about 1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)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:

: 571189-16-7
4-(6-nitropyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester

: 1433860-31-1
1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 20 °C

2: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 100 °C / Inert atmosphere

3: trifluoroacetic acid / 20 °C

4: zinc(II) chloride; sodium cyanoborohydride / methanol / Heating

5: potassium acetate; XPhos; palladium diacetate / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; potassium acetate; palladium diacetate; sodium cyanoborohydride; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; zinc(II) chloride; XPhos; In 1,4-dioxane; methanol; 2: |Buchwald-Hartwig Coupling / 5: |Miyaura Borylation Reaction;
DOI:10.1016/j.bmc.2014.11.006

Reference yield: 40.0%

: 1433860-31-1
1-methyl-3-((5-(4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-yl)amino)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2(1H)-one

: 4-chloro-2-(4-oxo-7,8,9,10-tetrahydropyridazino[4,5-a]indolizin-3(4H)-yl)nicotinaldehyde

: 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:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In water; N,N-dimethyl-formamide; at 50 ℃; for 10h; Inert atmosphere;