5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

Base Information

• Chemical Name: 5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine
• CAS No.: 1421271-46-6
• Molecular Formula: C₂₆H₂₄N₆
• Molecular Weight: 420.517
• Mol file: 1421271-46-6.mol

Synonyms:5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

Chemical Property of 5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

There total 14 articles about 5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine 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:

C45H66N6O5Si2 → 5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine (1421271-46-6)

Guidance literature:

With trifluoroacetic acid; In water; for 48h;

Reference yield:

(1R,5S)-tert-butyl 3-(((trifluoromethyl)sulfonyl)oxy)-8-azabicyclo[3.2.1 ]oct-2-ene-8-carboxylate (1245646-51-8) → 5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine (1421271-46-6)

Guidance literature:

Multi-step reaction with 8 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane / 16 h / 100 °C

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

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

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

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

7: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; acetonitrile / 1 h / 125 °C / Inert atmosphere; Sealed tube; Microwave irradiation

8: trifluoroacetic acid / water / 48 h

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

Reference yield:

5-chloro-N,N-bis((2-(trimethylsilyl)ethoxy)methyl)pyrazolo[1,5-a]pyrimidin-7-amine → 5-((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)-3-(6-phenylpyridin-3-yl)-8-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine (1421271-46-6)

Guidance literature:

Multi-step reaction with 7 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane / 16 h / 100 °C

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

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

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

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

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; acetonitrile / 1 h / 125 °C / Inert atmosphere; Sealed tube; Microwave irradiation

7: trifluoroacetic acid / water / 48 h

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

upstream raw materials:

(1R,5S)-tert-butyl 3-(((trifluoromethyl)sulfonyl)oxy)-8-azabicyclo[3.2.1 ]oct-2-ene-8-carboxylate

N-Boc-nortropinone

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

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

Downstream raw materials:

C₂₉H₂₅N₉O