N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

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Chemical Name:N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide
CAS No.:1394938-57-8
Molecular Formula:C₂₉H₂₈F₃N₅O₂S₂
Molecular Weight:599.701
Hs Code.:

Synonyms:N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

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Chemical Property of N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

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Technology Process of N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

There total 12 articles about N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide 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: 78.0%

: C₃₄H₃₆F₃N₅O₄S₂

: 1394938-57-8
N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

Guidance literature:: With trifluoroacetic acid; In water; at 70 ℃;
DOI:10.1002/cmdc.201402424

Reference yield:

: 58534-95-5
3-bromo-2-fluorobenzenamine

: 1394938-57-8
N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: pyridine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

3.1: isopropylmagnesium chloride / tetrahydrofuran / 2 h / 0 - 20 °C

3.2: 0.33 h / 0 °C

4.1: 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; 1,2-dimethoxyethane / 4 h / 0 - 20 °C

5.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 - 0 °C / Inert atmosphere

6.1: pyridinium hydrobromide perbromide / N,N-dimethyl-formamide / 0.83 h / 20 °C / Inert atmosphere

7.1: N,N-dimethyl-formamide; ethanol / 2 h / 60 °C / Inert atmosphere

8.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate; caesium carbonate / 2-methyl-propan-1-ol / 0.5 h / 120 °C / Microwave irradiation

9.1: sodium hydride / mineral oil / 16 h / 0 °C / Inert atmosphere

9.2: 1 h / 20 °C / Inert atmosphere

10.1: trifluoroacetic acid / water / 70 °C

With 4-methyl-morpholine; pyridine; dmap; isopropylmagnesium chloride; palladium diacetate; sodium hydride; caesium carbonate; pyridinium hydrobromide perbromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; 2-methyl-propan-1-ol; water; N,N-dimethyl-formamide; mineral oil; 3.1: |Grignard Reaction / 3.2: |Grignard Reaction / 8.1: |Buchwald-Hartwig Coupling;
DOI:10.1002/cmdc.201402424

Reference yield:

: 1394939-47-9
N-{3-[5-(2-chloropyridin-4-yl)-2-(1-cyclopropylpiperidin-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluoro-N-(methoxymethyl)benzenesulfonamide

: 1394938-57-8
N-(3-{2-(1-cyclopropylpiperidin-4-yl)-5-[2-(methylamino)pyridin-4-yl]-1,3-thiazol-4-yl}-2-fluorophenyl)-2,5-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate; caesium carbonate / 2-methyl-propan-1-ol / 0.5 h / 120 °C / Microwave irradiation

2.1: sodium hydride / mineral oil / 16 h / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / water / 70 °C

With palladium diacetate; sodium hydride; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; trifluoroacetic acid; In 2-methyl-propan-1-ol; water; mineral oil; 1.1: |Buchwald-Hartwig Coupling;
DOI:10.1002/cmdc.201402424