N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

Base Information

Chemical Name:N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide
CAS No.:1195768-36-5
Molecular Formula:C₂₃H₁₇ClF₃N₅O₃S₂
Molecular Weight:568
Hs Code.:

Synonyms:N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

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Chemical Property of N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

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Technology Process of N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

There total 12 articles about N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-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: 44.6%

: 1195768-34-3
3-(5-(2-chloropyrimidin-4-yl)-2-morpholinothiazol-4-yl)-2-fluoroaniline

: 26120-86-5
2,5-difluorobenzenesulfonyl chloride

: 1195768-36-5
N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

Guidance literature:: With pyridine; at 20 ℃; for 2h;

Reference yield:

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

: 1195768-36-5
N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 7 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 / N,N-dimethyl acetamide / 1 h / 20 °C

5.2: 0 - 20 °C

6.1: tri-n-butyl-tin hydride; acetic acid / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 0 - 20 °C

7.1: pyridine / 2 h / 20 °C

With pyridine; N-Bromosuccinimide; tri-n-butyl-tin hydride; sodium hydrogencarbonate; caesium carbonate; acetic acid; trifluoroacetic acid; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; toluene;

Reference yield:

: 14294-10-1
morpholinothiourea

: 1195768-36-5
N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2,5-difluorobenzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / N,N-dimethyl acetamide / 1 h / 20 °C

1.2: 0 - 20 °C

2.1: tri-n-butyl-tin hydride; acetic acid / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 0 - 20 °C

3.1: pyridine / 2 h / 20 °C

With pyridine; N-Bromosuccinimide; tri-n-butyl-tin hydride; acetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; N,N-dimethyl acetamide;