N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-methyl-1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide

Base Information

Chemical Name:N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-methyl-1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide
CAS No.:1307272-05-4
Molecular Formula:C₂₁H₂₄ClFN₆O₂S₂
Molecular Weight:511.044
Hs Code.:

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

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

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

There total 8 articles about N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-methyl-1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide 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: 56.7%

: 33860-28-5
4-methylpiperazine-1-carbothioamide

: 1307271-90-4
N-{3-[(2-chloro-4-pyrimidinyl)acetyl]-2-fluorophenyl}-1-propanesulfonamide

: 1307272-05-4
N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-methyl-1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide

Guidance literature:: N-{3-[(2-chloro-4-pyrimidinyl)acetyl]-2-fluorophenyl}-1-propanesulfonamide; With N-Bromosuccinimide; In ISOPROPYLAMIDE; at 20 ℃; for 1h; Inert atmosphere;

4-methylpiperazine-1-carbothioamide; In ISOPROPYLAMIDE; at 80 ℃; for 3h; Inert atmosphere;

Reference yield:

3-bromo-2-fluorobenzoic acid: 161957-56-8
3-bromo-2-fluorobenzoic acid

: 1307272-05-4
N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-methyl-1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / 1 h / Inert atmosphere; Reflux

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

2.2: 1 h / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -5 °C / Inert atmosphere

5.1: N-Bromosuccinimide / ISOPROPYLAMIDE / 1 h / 20 °C / Inert atmosphere

5.2: 3 h / 80 °C / Inert atmosphere

With pyridine; N-Bromosuccinimide; tert-butyl carbazate; sulfuric acid; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; ISOPROPYLAMIDE; toluene;

Reference yield:

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

: 1307272-05-4
N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(4-methyl-1-piperazinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 1 h / 20 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -5 °C / Inert atmosphere

4.1: N-Bromosuccinimide / ISOPROPYLAMIDE / 1 h / 20 °C / Inert atmosphere

4.2: 3 h / 80 °C / Inert atmosphere

With pyridine; N-Bromosuccinimide; tert-butyl carbazate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; ISOPROPYLAMIDE; toluene;