N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide

Base Information

• Chemical Name: N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide
• CAS No.: 1448315-58-9
• Molecular Formula: C₂₈H₂₅F₅N₆O₂S
• Molecular Weight: 604.604

Synonyms:N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide

Chemical Property of N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide

Chemical Property:

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Technology Process of N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide

There total 8 articles about N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ⁶-sulphanyl)-5-(pyrrolidin-3-yloxy)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:

3-hydroxy-N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(pentafluoro-λ6-sulphanyl)benzamide (1448315-53-4) + 3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester (141699-57-2) → N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ6-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide (1448315-58-9)

Guidance literature:

3-hydroxy-N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(pentafluoro-λ⁶-sulphanyl)benzamide; 3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester; With caesium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 6h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

nicotinoylacetonitrile (30510-18-0) → N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ6-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide (1448315-58-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: hydrogenchloride / ethanol; water / 4 h / Reflux

2.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate; caesium carbonate / 1,4-dioxane / 4 h / Inert atmosphere; Reflux

3.1: sulfuric acid / ethanol / 4 h / Reflux

4.1: hydrogen; palladium 10% on activated carbon / ethanol / 48 h / 760.05 Torr

5.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 90 °C

6.2: 1 h / 20 °C

With hydrogenchloride; sulfuric acid; palladium 10% on activated carbon; hydrogen; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

1-(2,2-diethoxyethyl)-3-(pyridin-3-yl)-1H-pyrazole-5-amine (222056-48-6) → N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-3-(pentafluoro-λ6-sulphanyl)-5-(pyrrolidin-3-yloxy)benzamide (1448315-58-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate; caesium carbonate / 1,4-dioxane / 4 h / Inert atmosphere; Reflux

2.1: sulfuric acid / ethanol / 4 h / Reflux

3.1: hydrogen; palladium 10% on activated carbon / ethanol / 48 h / 760.05 Torr

4.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 90 °C

5.2: 1 h / 20 °C

With sulfuric acid; palladium 10% on activated carbon; hydrogen; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

nicotinoylacetonitrile

1-(2,2-diethoxyethyl)-3-(pyridin-3-yl)-1H-pyrazole-5-amine

1-(2,2-diethoxyethyl)-N-(2-methyl-5-nitrophenyl)-3-(pyridin-3-yl)-1H-pyrazole-5-amine

1-(2-methyl-5-nitrophenyl)-6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazole

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