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

Base Information

Chemical Name:tert-butyl 2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutylcarbamate
CAS No.:1160502-24-8
Molecular Formula:C₂₂H₂₇ClN₄O₂
Molecular Weight:414.935
Hs Code.:

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

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

Chemical Property:

Density:1.22±0.1 g/cm3(Predicted)

Purity/Quality:

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

There total 7 articles about tert-butyl 2-(3-(3-chloro-1H-pyrazolo[3,4-b]pyridin-4-yl)phenyl)-2-methylbutylcarbamate 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: 46.0%

: 1160502-23-7
3-chloro-4-iodo-1H-pyrazolo[3,4-b]pyridine

: 1160502-52-2
tert-butyl 2-methyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butylcarbamate

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

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 150 ℃; for 0.75h; Microwave irradiation;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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; In tetrahydrofuran; 1,4-dioxane; water; toluene; mineral oil;
DOI:10.1021/acsmedchemlett.9b00134