N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

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Chemical Name:N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide
CAS No.:1394939-58-2
Molecular Formula:C₃₂H₃₂F₃N₅O₄S₂
Molecular Weight:671.764
Hs Code.:

N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

Synonyms:N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

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Chemical Property of N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

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Technology Process of N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

There total 11 articles about N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide 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:

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

: 1394939-58-2
N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

Guidance literature:: Multi-step reaction with 8 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 / tetrahydrofuran / 0.5 h / Inert atmosphere; Microwave irradiation

With 4-methyl-morpholine; pyridine; dmap; isopropylmagnesium chloride; palladium diacetate; 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; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 3.1: |Grignard Reaction / 3.2: |Grignard Reaction / 8.1: |Buchwald-Hartwig Coupling;
DOI:10.1002/cmdc.201402424

Reference yield:

: 39546-32-2
4-carboxamidopiperidine

: 1394939-58-2
N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid; sodium cyanoborohydride / 60 °C

2: tetrahydrofuran / 6 h / Reflux

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

4: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate; caesium carbonate / tetrahydrofuran / 0.5 h / Inert atmosphere; Microwave irradiation

With palladium diacetate; sodium cyanoborohydride; caesium carbonate; acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 2: |Lawesson Thiocarbonylation / 4: |Buchwald-Hartwig Coupling;
DOI:10.1002/cmdc.201402424

Reference yield:

: 1394938-70-5
3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorobenzoic acid

: 1394939-58-2
N-{4-[2-(1-cyclopropyl piperidin-4-yl)-4-(3-{[(2,5-difluorophenyl)sulfonyl](methoxymethyl)amino}-2-fluorophenyl)-1,3-thiazol-5-yl]pyridin-2-yl}acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4-methyl-morpholine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; 1,2-dimethoxyethane / 4 h / 0 - 20 °C

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

2.2: 1 h / -78 - 0 °C / Inert atmosphere

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

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

5.1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium diacetate; caesium carbonate / tetrahydrofuran / 0.5 h / Inert atmosphere; Microwave irradiation

With 4-methyl-morpholine; dmap; palladium diacetate; caesium carbonate; pyridinium hydrobromide perbromide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 5.1: |Buchwald-Hartwig Coupling;
DOI:10.1002/cmdc.201402424