3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

Base Information

Chemical Name:3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide
CAS No.:1351092-51-7
Molecular Formula:C₂₁H₂₃N₇O₄S
Molecular Weight:469.524
Hs Code.:

Synonyms:3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

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Chemical Property of 3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

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Technology Process of 3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

There total 6 articles about 3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide 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: 21.0%

: 1351089-12-7
3-[(3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-yl)amino]-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

: 248924-59-6
3-furylboronic acid pinacol ester

: 1351092-51-7
3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

Guidance literature:: With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; water; at 150 ℃; for 0.666667h; Sealed vessel;

Reference yield:

: 1493-27-2,127723-77-7
ortho-nitrofluorobenzene

: 1351092-51-7
3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: chlorosulfonic acid / 18 h / 100 °C

2: triethylamine / tetrahydrofuran / 1 h / -35 °C

3: hydrogen / palladium / tetrahydrofuran / 50 °C / Inert atmosphere

4: acetic acid / 1,4-dioxane / 18 h / 100 °C / Sealed tube

5: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 168 h / 130 - 150 °C

6: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.67 h / 150 °C / Sealed vessel

With chlorosulfonic acid; hydrogen; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; water;

Reference yield:

: 6668-56-0
4-fluoro-3-nitrobenzene-1-sulfonyl chloride

: 1351092-51-7
3-{[3-(3-furanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino}-4-(3-hydroxy-1-piperidinyl)-N-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 1 h / -35 °C

2: hydrogen / palladium / tetrahydrofuran / 50 °C / Inert atmosphere

3: acetic acid / 1,4-dioxane / 18 h / 100 °C / Sealed tube

4: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 168 h / 130 - 150 °C

5: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.67 h / 150 °C / Sealed vessel

With hydrogen; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; water;