4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide

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Chemical Name:4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide
CAS No.:1610676-38-4
Molecular Formula:C₂₆H₃₃N₇O₂
Molecular Weight:475.594
Hs Code.:

Synonyms:4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide

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Chemical Property of 4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide

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Technology Process of 4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide

There total 4 articles about 4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide 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: 45.0%

: 1610680-30-2
N-cyclopropyl-4-(2-(methylsulfonyl)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamide

: 1003-03-8
Cyclopentamine

: 1610676-38-4
4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide

Guidance literature:: at 35 - 80 ℃;
DOI:10.1016/j.bmcl.2016.06.021

Reference yield:

: 54346-33-7
8-bromo-2-(methylthio)-4-chloropyrazolo<1,5-a>-1,3,5-triazine

: 1610676-38-4
4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide

Guidance literature:: Multi-step reaction with 6 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 60 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; tetrahydrofuran / 100 - 130 °C / Microwave irradiation; Inert atmosphere

4: trifluoroacetic acid / dichloromethane

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 2 h / 0 - 20 °C

6: 35 - 80 °C

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 3: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2016.06.021

Reference yield:

: 1610679-35-0
8-bromo-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a][1,3,5]triazin-4-amine

: 1610676-38-4
4-(2-(cyclopentylamino)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)-N-cyclopropylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 60 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium phosphate / water; tetrahydrofuran / 100 - 130 °C / Microwave irradiation; Inert atmosphere

3: trifluoroacetic acid / dichloromethane

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 2 h / 0 - 20 °C

5: 35 - 80 °C

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2016.06.021