5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide

Base Information

Chemical Name:5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide
CAS No.:1253733-65-1
Molecular Formula:C₂₃H₂₂F₂N₆O₃S
Molecular Weight:500.529
Hs Code.:

Synonyms:5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide

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Chemical Property of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide

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Technology Process of 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide

There total 9 articles about 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide 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:

: 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carbonitrile trifluoroacetate

: 1253733-65-1
5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide

Guidance literature:: 5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carbonitrile trifluoroacetate; With sodium hydroxide; In tetrahydrofuran; ethanol; for 3h; Inert atmosphere; Reflux;

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

: 18063-02-0
2,6-difluorobenzoylchloride

: 1253733-65-1
5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine / dichloromethane / 3 h / 0 - 20 °C

2.1: phosphorus pentoxide / 23 h / 165 °C / Inert atmosphere

3.1: 0.17 h / Inert atmosphere

3.2: 1.5 h / 130 °C

4.1: trifluoroacetic acid / dichloromethane / 6 h / 0 - 20 °C

5.1: potassium hydroxide; bromine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

7.1: 1,4-dioxane / 0.17 h / Inert atmosphere

7.2: 4 h / Reflux

8.1: dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

9.1: sodium hydroxide / ethanol; tetrahydrofuran / 3 h / Inert atmosphere; Reflux

9.2: 2 h / 20 °C

With pyridine; phosphorus pentoxide; bromine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1253733-69-5
2,6-difluoro-N-[5-(4-iodophenyl)-1H-pyrazol-4-yl]benzamide

: 1253733-65-1
5-(2,6-difluorophenyl)-3-{[1-(methylsulphonyl)piperidin-4-yl]amino}-1H-pyrazolo[4,3-c]isoquinoline-7-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: phosphorus pentoxide / 23 h / 165 °C / Inert atmosphere

2.1: 0.17 h / Inert atmosphere

2.2: 1.5 h / 130 °C

3.1: trifluoroacetic acid / dichloromethane / 6 h / 0 - 20 °C

4.1: potassium hydroxide; bromine / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

6.1: 1,4-dioxane / 0.17 h / Inert atmosphere

6.2: 4 h / Reflux

7.1: dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

8.1: sodium hydroxide / ethanol; tetrahydrofuran / 3 h / Inert atmosphere; Reflux

8.2: 2 h / 20 °C

With phosphorus pentoxide; bromine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;