N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide

Base Information

Chemical Name:N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide
CAS No.:1246347-00-1
Molecular Formula:C₁₉H₂₁N₅O
Molecular Weight:335.409
Hs Code.:

Synonyms:N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide

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Chemical Property of N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide

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Technology Process of N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide

There total 9 articles about N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-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: 80.0%

: C₂₇H₂₉N₅O₂

: 1246347-00-1
N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide

Guidance literature:: With trifluoroacetic acid; In methanol; dichloromethane; for 18h; Reflux;

Reference yield:

: 26452-80-2
2,4-dichloropyridine

: 1246347-00-1
N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2.5 h / -78 °C

1.2: 1.5 h / -78 °C

2.1: tetrahydrofuran / -78 - 20 °C

3.1: 4-methylmorpholine N-oxide / dichloromethane / 0.25 h / Molecular sieves 4?

3.2: 2 h / 20 °C

4.1: hydrazine hydrate / 20 °C

5.1: potassium hydroxide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

6.1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / palladium diacetate / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

7.1: sodium hydroxide / ethanol / 4 h / 70 °C

7.2: pH 6

8.1: 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

9.1: trifluoroacetic acid / methanol; dichloromethane / 18 h / Reflux

With n-butyllithium; 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydrazine hydrate; 4-methylmorpholine N-oxide; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1246349-88-1
1-(2,4-dichloropyridin-3-yl)ethan-1-ol

: 1246347-00-1
N-cyclopentyl-4-(3-methyl-1H-pyrazolo[4,3-c]pyridin-4-ylamino)-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 4-methylmorpholine N-oxide / dichloromethane / 0.25 h / Molecular sieves 4?

1.2: 2 h / 20 °C

2.1: hydrazine hydrate / 20 °C

3.1: potassium hydroxide / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4.1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / palladium diacetate / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

5.1: sodium hydroxide / ethanol / 4 h / 70 °C

5.2: pH 6

6.1: 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

7.1: trifluoroacetic acid / methanol; dichloromethane / 18 h / Reflux

With 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydrazine hydrate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; palladium diacetate; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;