N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide

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Chemical Name:N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide
CAS No.:1610677-33-2
Molecular Formula:C₂₉H₃₈N₆O₃
Molecular Weight:518.659
Hs Code.:

N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide

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Chemical Property of N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide

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Technology Process of N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide

There total 10 articles about N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide 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:

: 345965-99-3
4-bromo-N-cyclopropyl-2-methylbenzamide

: 1610677-33-2
N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 4 h / 100 °C / Inert atmosphere

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

3: trifluoroacetic acid / dichloromethane

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: |Suzuki-Miyaura Coupling / 2: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.5b00485

Reference yield:

: 672323-32-9
pyrazolo[1,5-a]pyrimidine-5,7(4H,6H)-dione

: 1610677-33-2
N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide

Guidance literature:: Multi-step reaction with 7 steps

1: trichlorophosphate; N,N-dimethyl-aniline / 4 h / Reflux

2: N-Bromosuccinimide / acetonitrile / 2 h / 20 °C

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

4: dmap; triethylamine / dichloromethane / 2 h / 20 °C

5: N-ethyl-N,N-diisopropylamine

6: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / Inert atmosphere; Microwave irradiation

7: trifluoroacetic acid / dichloromethane

With dmap; potassium phosphate; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; N,N-dimethyl-aniline; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; acetonitrile; 6: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.5b00485

Reference yield:

: 114040-06-1
3-bromo-5,7-dichloropyrazolo[1,5-a]pyrimidine

: 1610677-33-2
N-cyclopropyl-4-(5-(((1S,2R)-2-hydroxycyclohexyl)amino)-7-(((tetrahydro-2H-pyran-4-yl)methyl)amino)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

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

2: dmap; triethylamine / dichloromethane / 2 h / 20 °C

3: N-ethyl-N,N-diisopropylamine

4: potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / tetrahydrofuran / Inert atmosphere; Microwave irradiation

5: trifluoroacetic acid / dichloromethane

With dmap; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 4: |Suzuki-Miyaura Coupling;
DOI:10.1021/acsmedchemlett.5b00485