2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide

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Chemical Name:2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide
CAS No.:1260531-67-6
Molecular Formula:C₃₁H₃₆N₆O₂
Molecular Weight:524.666
Hs Code.:

Synonyms:2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide

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Chemical Property of 2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide

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Technology Process of 2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide

There total 5 articles about 2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide 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: 84.0%

: 1260536-88-6
2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzonitrile

: 1260531-67-6
2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide

Guidance literature:: With dihydrogen peroxide; sodium hydroxide; In ethanol; water; dimethyl sulfoxide; at 0 - 20 ℃;
DOI:10.1021/acs.jmedchem.8b01085

Reference yield:

: 1260539-00-1
4-iodo-3-isopropyl-1H-pyrazolo[3,4-b]pyridine

: 1260531-67-6
2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 - 60 °C / Inert atmosphere

1.3: 8 h / 125 - 150 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 4 h / 100 °C / Inert atmosphere

3.1: sodium hydroxide; dihydrogen peroxide / water; ethanol; dimethyl sulfoxide / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dihydrogen peroxide; sodium hydride; sodium carbonate; sodium hydroxide; In 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.8b01085

Reference yield:

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

: 1260531-67-6
2-((trans-4-hydroxycyclohexyl)amino)-4-(3-isopropyl-4-(5,6,7,8-tetrahydroquinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 0.25 h / -78 °C

1.2: 1 h / -78 °C

1.3: 24 h / 70 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 - 60 °C / Inert atmosphere

2.3: 8 h / 125 - 150 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 4 h / 100 °C / Inert atmosphere

4.1: sodium hydroxide; dihydrogen peroxide / water; ethanol; dimethyl sulfoxide / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; dihydrogen peroxide; sodium hydride; sodium carbonate; diisopropylamine; sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.8b01085