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

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Chemical Name:2-chloro-N-cyclopropyl-4-(2-phenoxy-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamide
CAS No.:1610676-24-8
Molecular Formula:C₂₇H₂₇ClN₆O₃
Molecular Weight:519.003
Hs Code.:

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

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

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

There total 4 articles about 2-chloro-N-cyclopropyl-4-(2-phenoxy-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamide 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: 33.0%

: 1610680-28-8
2-chloro-N-cyclopropyl-4-(2-(methylsulfonyl)-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamide

: 108-95-2,27073-41-2
phenol

: 1610676-24-8
2-chloro-N-cyclopropyl-4-(2-phenoxy-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dimethoxyethane; at 100 ℃; for 1h;

Reference yield:

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

: 1610676-24-8
2-chloro-N-cyclopropyl-4-(2-phenoxy-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamide

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: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxyethane / 1 h / 100 °C

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; 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

: 1610676-24-8
2-chloro-N-cyclopropyl-4-(2-phenoxy-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a][1,3,5]triazin-8-yl)benzamide

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: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1,2-dimethoxyethane / 1 h / 100 °C

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmcl.2016.06.021