6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

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Chemical Name:6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid
CAS No.:1446176-59-5
Molecular Formula:C₂₆H₂₂FN₃O₅
Molecular Weight:475.476
Hs Code.:

Synonyms:6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

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Chemical Property of 6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

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Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

There total 8 articles about 6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid 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: 67.0%

: 1446176-58-4
6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

: 960-16-7
tributylphenylstannane

: 1446176-59-5
6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

Guidance literature:: With sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; palladium diacetate; In N,N-dimethyl-formamide; at 130 ℃; for 0.333333h; Microwave irradiation; Inert atmosphere;

Reference yield:

: 1446176-52-8
ethyl 1-benzyl-6-chloro-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

: 1446176-59-5
6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

3: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

4: sulfuric acid / 1 h / 50 °C

5: sodium hydrogencarbonate; N-iodo-succinimide / 1,4-dioxane / 24 h / 20 °C

6: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C

7: sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; palladium diacetate / N,N-dimethyl-formamide / 0.33 h / 130 °C / Microwave irradiation; Inert atmosphere

With N-iodo-succinimide; sulfuric acid; sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; palladium diacetate; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 74439-45-5
ethyl 1-benzyl-6-hydroxy-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

: 1446176-59-5
6-[4-fluoro-3-(methoxycarbonyl)phenyl]-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: trichlorophosphate / N,N-dimethyl-formamide / 24 h / 0 - 80 °C / Inert atmosphere

2: sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

4: caesium carbonate / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

5: sulfuric acid / 1 h / 50 °C

6: sodium hydrogencarbonate; N-iodo-succinimide / 1,4-dioxane / 24 h / 20 °C

7: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C

8: sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; palladium diacetate / N,N-dimethyl-formamide / 0.33 h / 130 °C / Microwave irradiation; Inert atmosphere

With N-iodo-succinimide; sulfuric acid; sodium 2′-dicyclohexylphosphino-2,6-dimethoxy-1,1′-biphenyl-3-sulfonate hydrate; palladium diacetate; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;