2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Base Information

Chemical Name:2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide
CAS No.:1621705-65-4
Molecular Formula:C₁₇H₁₇FN₄O₄S
Molecular Weight:392.411
Hs Code.:

Synonyms:2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

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Chemical Property of 2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

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Technology Process of 2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

There total 8 articles about 2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-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: 94.0%

: 1621705-64-3
5-(benzyloxy)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

: 1621705-65-4
2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield:

: 13091-23-1
4-chloro-3-nitropyridine

: 1621705-65-4
2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: Tris(3,6-dioxaheptyl)amine; potassium carbonate; potassium hydroxide / toluene / 2 h / 0 - 20 °C

2.1: ammonium chloride; iron / methanol; tetrahydrofuran; water / 3 h / Reflux

3.1: triethylamine / dichloromethane / 0 - 20 °C

3.2: 4 h / 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

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

5.2: 0 - 20 °C / Inert atmosphere

6.1: lithium hydroxide; water / 1,4-dioxane / 3 h / Reflux

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C

7.2: 20 °C

8.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 4 h / 20 °C

With palladium 10% on activated carbon; Tris(3,6-dioxaheptyl)amine; water; hydrogen; mesitylenesulfonylhydroxylamine; iron; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1040314-69-9
4-(benzyloxy)pyridin-3-amine

: 1621705-65-4
2-(4-fluorophenyl)-5-hydroxy-N-methyl-6-(N-methylmethylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C

1.2: 4 h / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

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

3.2: 0 - 20 °C / Inert atmosphere

4.1: lithium hydroxide; water / 1,4-dioxane / 3 h / Reflux

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 20 °C

6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 4 h / 20 °C

With palladium 10% on activated carbon; water; hydrogen; mesitylenesulfonylhydroxylamine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;