(4-(3-methyl-5-(3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

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Chemical Name:(4-(3-methyl-5-(3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine
CAS No.:1160501-46-1
Molecular Formula:C₂₀H₂₁F₃N₄O
Molecular Weight:390.408
Hs Code.:

Synonyms:(4-(3-methyl-5-(3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

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Chemical Property of (4-(3-methyl-5-(3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

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Technology Process of (4-(3-methyl-5-(3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

There total 11 articles about (4-(3-methyl-5-(3-(trifluoromethyl)-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: 66.0%

: C₄₃H₄₁F₃N₄O₃

: 1160501-46-1
(4-(3-methyl-5-(3-(trifluoromethyl)-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 4h;
DOI:10.1021/acsmedchemlett.9b00134

Reference yield:

: 113975-22-7
2-fluoro-3-iodopyridine

: 1160501-46-1
(4-(3-methyl-5-(3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)tetrahydro-2H-pyran-4-yl)methanamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 2 h / -70 °C

1.2: 1 h / -70 °C

2.1: manganese(IV) oxide / toluene / 0.5 h / Reflux

3.1: hydrazine hydrate / 1,4-dioxane / 0.5 h / 90 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

4.2: 2 h / 0 - 20 °C

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

6.1: trifluoroacetic acid; triethylsilane / dichloromethane / 4 h / 0 °C

With triethylsilane; manganese(IV) oxide; n-butyllithium; bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydride; sodium carbonate; hydrazine hydrate; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acsmedchemlett.9b00134

Reference yield:

: 1160502-28-2
2,2,2-trifluoro-1-(2-fluoro-4-iodopyridin-3-yl)ethanol

: 1160501-46-1
(4-(3-methyl-5-(3-(trifluoromethyl)-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: manganese(IV) oxide / toluene / 0.5 h / Reflux

2.1: hydrazine hydrate / 1,4-dioxane / 0.5 h / 90 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

3.2: 2 h / 0 - 20 °C

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

5.1: trifluoroacetic acid; triethylsilane / dichloromethane / 4 h / 0 °C

With triethylsilane; manganese(IV) oxide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydride; sodium carbonate; hydrazine hydrate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acsmedchemlett.9b00134