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

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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)benzonitrile
CAS No.:1260536-88-6
Molecular Formula:C₃₁H₃₄N₆O
Molecular Weight:506.651
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)benzonitrile

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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)benzonitrile

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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)benzonitrile

There total 4 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)benzonitrile 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: 99.0%

: 1256360-50-5
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6,7,8-tetrahydroquinoline

: 2-((trans-4-hydroxycyclohexyl)amino)-4-(4-iodo-3-isopropyl-1H-pyrazolo[3,4-b]pyridin-1-yl)benzonitrile

: 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

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 4h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.8b01085

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 3 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

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