(4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

Base Information

Chemical Name:(4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine
CAS No.:1160500-23-1
Molecular Formula:C₁₈H₂₀N₄O
Molecular Weight:308.383
Hs Code.:

Synonyms:(4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

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Chemical Property of (4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

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Technology Process of (4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

There total 7 articles about (4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine 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: 78.0%

: C₃₇H₃₄N₄O

: 1160500-23-1
(4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/acsmedchemlett.9b00134

Reference yield:

: 861881-02-9
4-iodo-1H-pyrazolo[3,4-b]pyridine

: 1160500-23-1
(4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h

1.2: 2.5 h / 0 - 20 °C

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 24 h / 120 °C / Inert atmosphere; Sealed tube

3.1: sodium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 1 h / 60 °C / Inert atmosphere

4.1: alane-N,N-dimethylethylamine complex / toluene; tetrahydrofuran / 0 - 20 °C

5.1: trifluoroacetic acid; triethylsilane / dichloromethane / 0.5 h / 0 °C

With triethylsilane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(tri-t-butylphosphine)palladium⁽⁰⁾; alane-N,N-dimethylethylamine complex; potassium acetate; sodium hydride; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1021/acsmedchemlett.9b00134

Reference yield:

: 1160502-13-5
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

: 1160500-23-1
(4-(3-(1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

Guidance literature:: Multi-step reaction with 3 steps

1: sodium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 1 h / 60 °C / Inert atmosphere

2: alane-N,N-dimethylethylamine complex / toluene; tetrahydrofuran / 0 - 20 °C

3: trifluoroacetic acid; triethylsilane / dichloromethane / 0.5 h / 0 °C

With triethylsilane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; alane-N,N-dimethylethylamine complex; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;
DOI:10.1021/acsmedchemlett.9b00134