1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one

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Chemical Name:1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one
CAS No.:1453852-73-7
Molecular Formula:C₂₉H₃₈ClFN₄O₃Si
Molecular Weight:573.183
Hs Code.:

Synonyms:1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one

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Chemical Property of 1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one

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Technology Process of 1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one

There total 9 articles about 1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-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: 13.1%

: 1453852-02-2
2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol

: 1453852-71-5
4-(5-methyl-2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one

: 1453852-73-7
1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one

Guidance literature:: 2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanol; With diisopropyl (E)-azodicarboxylate; triphenylphosphine; In dichloromethane; for 0.166667h; Cooling with ice;

4-(5-methyl-2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one; In dichloromethane; at 20 ℃; for 4h;

With di-isopropyl azodicarboxylate; In dichloromethane;

Reference yield: 13.0%

: 1453851-65-4
2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl methanesulfonate

: 1453852-71-5
4-(5-methyl-2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one

: 1453852-73-7
1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one

Guidance literature:: 2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl methanesulfonate; With diisopropyl (E)-azodicarboxylate; In dichloromethane; for 0.166667h;

4-(5-methyl-2-(tetrahydro-2H-pyran-4-ylamino)pyrimidin-4-yl)pyridin-2(1H)-one; In dichloromethane; at 25 ℃;
DOI:10.1021/jm501921k

Reference yield:

: 1780-31-0
2,6-dichloro-5-methylpyrimidine

: 1453852-73-7
1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(5-methyl-2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 3 h / 80 °C / Inert atmosphere; Sealed tube

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 180 °C / Microwave irradiation

3.1: hydrogenchloride / water / 2 h / Reflux

4.1: triphenylphosphine; diisopropyl (E)-azodicarboxylate / dichloromethane / 0.17 h / Cooling with ice

4.2: 4 h / 20 °C

With hydrogenchloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; diisopropyl (E)-azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water; 1.1: |Suzuki Coupling / 4.1: |Mitsunobu Displacement;