N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

Base Information

Chemical Name:N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide
CAS No.:1195767-92-0
Molecular Formula:C₂₃H₂₀F₃N₅O₂S₂
Molecular Weight:519.571
Hs Code.:

Synonyms:N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

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Chemical Property of N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

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Technology Process of N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

There total 12 articles about N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-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: 20.0%

: 1195769-60-8
1,1-dimethylethyl {1-[5-(2-chloro-4-pyrimidinyl)-4-(3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-1,3-thiazol-2-yl]-1-methylethyl}carbamate

: 544-97-8
dimethyl zinc(II)

: 1195767-92-0
N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

Guidance literature:: 1,1-dimethylethyl {1-[5-(2-chloro-4-pyrimidinyl)-4-(3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorophenyl)-1,3-thiazol-2-yl]-1-methylethyl}carbamate; dimethyl zinc(II); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 80 ℃; for 3h; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

: 206551-41-9
2-fluoro-3-bromobenzoic acid methyl ester

: 1195767-92-0
N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 90 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / -10 - 0 °C

4.2: 1.33 h / 0 - 20 °C

5.1: N-Bromosuccinimide / dichloromethane

5.2: 2 h / 80 °C

6.1: water; tri-n-butyl-tin hydride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane

7.1: pyridine / 20 °C

8.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

8.2: 0.5 h / 20 °C

With pyridine; N-Bromosuccinimide; water; tri-n-butyl-tin hydride; sodium hydrogencarbonate; caesium carbonate; trifluoroacetic acid; lithium hexamethyldisilazane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene;

Reference yield:

: 946126-94-9
2-fluoro-3-nitrobenzoic acid methyl ester

: 1195767-92-0
N-{3-[2-(1-amino-1-methylethyl)-5-(2-methyl-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrazine hydrate / nickel / tetrahydrofuran; methanol; water / 70 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -10 - 0 °C

3.2: 1.33 h / 0 - 20 °C

4.1: N-Bromosuccinimide / dichloromethane

4.2: 2 h / 80 °C

5.1: water; tri-n-butyl-tin hydride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane

6.1: pyridine / 20 °C

7.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 3 h / 80 °C / Inert atmosphere

7.2: 0.5 h / 20 °C

With pyridine; N-Bromosuccinimide; water; tri-n-butyl-tin hydride; sodium hydrogencarbonate; hydrazine hydrate; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;