(Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

Base Information

Chemical Name:(Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate
CAS No.:1260106-18-0
Molecular Formula:C₄₃H₆₄N₆O₅Si₂
Molecular Weight:801.189
Hs Code.:

(Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

Synonyms:(Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

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Chemical Property of (Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

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Technology Process of (Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

There total 9 articles about (Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate 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: 82.0%

: tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

: 64724-29-4
tributyl-((Z)-2-ethoxy-vinyl)-stannane

: 1260106-18-0
(Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

Guidance literature:: tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 ℃; Inert atmosphere; Sealed tube;

Reference yield:

: 57489-77-7
5,7-dichloropyrazolo[1,5-a]pyrimidine

: 1260106-18-0
(Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: ammonium hydroxide / 20 - 85 °C / Sealed tube

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 45 °C

3: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 100 °C / Sealed tube; Inert atmosphere

4: hydrogen / palladium on carbon / ethyl acetate / 3 h / 45 °C

5: N-iodo-succinimide / dichloromethane / 1.5 h / 20 °C

6: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 100 °C / Inert atmosphere; Sealed tube

7: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.5 h / 20 °C

8: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 100 °C / Inert atmosphere; Sealed tube

With ammonium hydroxide; N-Bromosuccinimide; N-iodo-succinimide; hydrogen; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on carbon; In 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 8: Stille Coupling;

Reference yield:

: 57489-70-0
5,7-dihydroxypyrazolo[1,5-a]pyrimidine

: 1260106-18-0
(Z)-tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(2-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: trichlorophosphate; N,N-dimethyl-aniline / 16 h / 0 - 60 °C / Inert atmosphere

2: ammonium hydroxide / 20 - 85 °C / Sealed tube

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 45 °C

4: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane / 100 °C / Sealed tube; Inert atmosphere

5: hydrogen / palladium on carbon / ethyl acetate / 3 h / 45 °C

6: N-iodo-succinimide / dichloromethane / 1.5 h / 20 °C

7: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 100 °C / Inert atmosphere; Sealed tube

8: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.5 h / 20 °C

9: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 100 °C / Inert atmosphere; Sealed tube

With ammonium hydroxide; N-Bromosuccinimide; N-iodo-succinimide; hydrogen; sodium carbonate; potassium carbonate; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium on carbon; In 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 9: Stille Coupling;