2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine

Base Information

Chemical Name:2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine
CAS No.:1160500-73-1
Molecular Formula:C₁₇H₁₉ClN₄
Molecular Weight:314.818
Hs Code.:

Synonyms:2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine

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Technology Process of 2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine

There total 8 articles about 2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine 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: 55.0%

: 1160502-24-8
tert-butyl 2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutylcarbamate

: 1160500-73-1
2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1.16667h;

Reference yield:

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

: 1160500-73-1
2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine

Guidance literature:: Multi-step reaction with 3 steps

1: N-chloro-succinimide / acetonitrile / Reflux

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.75 h / 150 °C / Microwave irradiation

3: trifluoroacetic acid / dichloromethane / 1.17 h / 0 - 20 °C

With N-chloro-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water; acetonitrile;
DOI:10.1021/acsmedchemlett.9b00134

Reference yield:

: 31938-07-5
(3-bromophenyl)acetonitrile

: 1160500-73-1
2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutan-1-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.83 h / 0 °C

1.2: 1 h / 0 °C

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.67 h / 0 °C

2.2: 2 h / 0 °C

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

4.1: sodium hydrogencarbonate / tetrahydrofuran; water / 0 - 20 °C

5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 5 h / 90 °C / Inert atmosphere

6.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.75 h / 150 °C / Microwave irradiation

7.1: trifluoroacetic acid / dichloromethane / 1.17 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; alane-N,N-dimethylethylamine complex; potassium acetate; sodium hydride; sodium hydrogencarbonate; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; mineral oil;
DOI:10.1021/acsmedchemlett.9b00134