tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate

Base Information

• Chemical Name: tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate
• CAS No.: 1319255-27-0
• Molecular Formula: C₄₅H₆₆N₆O₅Si₂
• Molecular Weight: 827.227
• Mol file: 1319255-27-0.mol

Synonyms:tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate

Chemical Property of tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate

There total 17 articles about tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-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:

tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate (1319255-26-9) + tributyl(1-ethoxyvinyl)stannane (97674-02-7) → tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate (1319255-27-0)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere; Sealed tube;

Reference yield:

5,7-dichloropyrazolo[1,5-a]pyrimidine (57489-77-7) → tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate (1319255-27-0)

Guidance literature:

Multi-step reaction with 7 steps

1: ammonium hydroxide / 2.5 h / 85 °C / Sealed vessel

2: sodium carbonate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,2-dimethoxyethane / 16 h / 100 °C

3: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 °C

4: N-iodo-succinimide / dichloromethane; acetonitrile / 1.5 h / 20 °C

5: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 15 h / 100 °C

6: N-Bromosuccinimide / dichloromethane; acetonitrile / 0.5 h / 20 °C

7: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere; Sealed tube

With ammonium hydroxide; N-Bromosuccinimide; N-iodo-succinimide; hydrogen; sodium carbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; palladium 10% on activated carbon; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; acetonitrile;

Reference yield:

5-chloropyrazolo[1,5-a]pyrimidin-7-amine (245095-96-9) → tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-(1-ethoxyvinyl)-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate (1319255-27-0)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium carbonate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,2-dimethoxyethane / 16 h / 100 °C

2: hydrogen / palladium 10% on activated carbon / ethyl acetate / 16 h / 45 °C

3: N-iodo-succinimide / dichloromethane; acetonitrile / 1.5 h / 20 °C

4: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 15 h / 100 °C

5: N-Bromosuccinimide / dichloromethane; acetonitrile / 0.5 h / 20 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere; Sealed tube

With N-Bromosuccinimide; N-iodo-succinimide; hydrogen; sodium carbonate; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; palladium 10% on activated carbon; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; ethyl acetate; acetonitrile;

upstream raw materials:

5,7-dichloropyrazolo[1,5-a]pyrimidine

tert-butyl 3-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate

tributyl(1-ethoxyvinyl)stannane

Boc-tropinone

Downstream raw materials:

anti-5-(8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[1,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one