ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate

Base Information

Chemical Name:ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate
CAS No.:1260105-97-2
Molecular Formula:C₃₃H₅₂ClN₅O₄Si₂
Molecular Weight:674.431
Hs Code.:

ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate

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Chemical Property of ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate

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Technology Process of ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate

There total 10 articles about ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate 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:

: 218779-77-2
2-(4-(ethoxycarbonyl)cyclohexyl)acetic acid

: 1260105-97-2
ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 18 h / 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 18 h / -78 - 20 °C / Inert atmosphere

3.1: 18 h / 100 °C / Neat (no solvent)

4.1: trichlorophosphate; N,N-dimethyl-aniline / 18 h / 20 °C

4.2: 0 °C

5.1: ammonia / methanol / 4 h / 90 °C / Microwave irradiation

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

7.1: N-iodo-succinimide / acetonitrile / 18 h / 20 °C

8.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 18 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With potassium phosphate; N-iodo-succinimide; ammonia; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;

Reference yield:

: 218779-74-9
ethyl 4-(2-(tert-butoxy)-2-oxoethylidene)cyclohexanecarboxylate

: 1260105-97-2
ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: hydrogen / 5% Pd(II)/C(eggshell) / ethyl acetate / 18 h / Inert atmosphere; Sealed tube

2.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

3.1: tetrahydrofuran / 18 h / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: 18 h / -78 - 20 °C / Inert atmosphere

5.1: 18 h / 100 °C / Neat (no solvent)

6.1: trichlorophosphate; N,N-dimethyl-aniline / 18 h / 20 °C

6.2: 0 °C

7.1: ammonia / methanol / 4 h / 90 °C / Microwave irradiation

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

9.1: N-iodo-succinimide / acetonitrile / 18 h / 20 °C

10.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 18 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With hydrogenchloride; potassium phosphate; N-iodo-succinimide; ammonia; hydrogen; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 5% Pd(II)/C(eggshell); In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

: 17159-79-4
ethyl 4-oxocyclohexane-1-carboxylate

: 1260105-97-2
ethyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-chloropyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C

1.2: 18 h / 0 - 20 °C

2.1: hydrogen / 5% Pd(II)/C(eggshell) / ethyl acetate / 18 h / Inert atmosphere; Sealed tube

3.1: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

4.1: tetrahydrofuran / 18 h / 20 °C

5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 18 h / -78 - 20 °C / Inert atmosphere

6.1: 18 h / 100 °C / Neat (no solvent)

7.1: trichlorophosphate; N,N-dimethyl-aniline / 18 h / 20 °C

7.2: 0 °C

8.1: ammonia / methanol / 4 h / 90 °C / Microwave irradiation

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 °C

10.1: N-iodo-succinimide / acetonitrile / 18 h / 20 °C

11.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 18 h / 100 °C / Microwave irradiation; Inert atmosphere; Sealed tube

With hydrogenchloride; potassium phosphate; N-iodo-succinimide; ammonia; hydrogen; sodium hydride; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; trichlorophosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 5% Pd(II)/C(eggshell); In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; acetonitrile; mineral oil;