N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-1-propanesulfonamide

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Chemical Name:N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-1-propanesulfonamide
CAS No.:1307271-81-3
Molecular Formula:C₂₁H₂₁F₄N₅O₄S
Molecular Weight:515.488
Hs Code.:

Synonyms:

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Chemical Property of N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-1-propanesulfonamide

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Technology Process of N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-1-propanesulfonamide

There total 11 articles about N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-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:

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

: 1307271-81-3
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-1-propanesulfonamide

Guidance literature:: Multi-step reaction with 8 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: sodium hydrogencarbonate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -10 - 0 °C / Inert atmosphere

4.2: 1.33 h / 0 - 20 °C / Inert atmosphere

5.1: N-Bromosuccinimide / dichloromethane / 20 °C / Inert atmosphere

5.2: 72 h / 90 °C / Inert atmosphere

6.1: tri-n-butyl-tin hydride; acetic acid / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

7.1: pyridine / dichloromethane / 20 °C / Inert atmosphere

8.1: ammonium hydroxide / water / 2 h / 95 °C / Inert atmosphere; Microwave irradiation

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

Reference yield:

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

: 1307271-81-3
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-1-propanesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrazine hydrate / tetrahydrofuran; methanol / 70 °C / Inert atmosphere

2.1: sodium hydrogencarbonate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -10 - 0 °C / Inert atmosphere

3.2: 1.33 h / 0 - 20 °C / Inert atmosphere

4.1: N-Bromosuccinimide / dichloromethane / 20 °C / Inert atmosphere

4.2: 72 h / 90 °C / Inert atmosphere

5.1: tri-n-butyl-tin hydride; acetic acid / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

6.1: pyridine / dichloromethane / 20 °C / Inert atmosphere

7.1: ammonium hydroxide / water / 2 h / 95 °C / Inert atmosphere; Microwave irradiation

With pyridine; ammonium hydroxide; N-Bromosuccinimide; tri-n-butyl-tin hydride; sodium hydrogencarbonate; hydrazine hydrate; acetic acid; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water;

Reference yield:

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

: 1307271-81-3
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}-3,3,3-trifluoro-1-propanesulfonamide

Guidance literature:: Multi-step reaction with 7 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: sodium hydrogencarbonate / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -10 - 0 °C / Inert atmosphere

3.2: 1.33 h / 0 - 20 °C / Inert atmosphere

4.1: N-Bromosuccinimide / dichloromethane / 20 °C / Inert atmosphere

4.2: 72 h / 90 °C / Inert atmosphere

5.1: tri-n-butyl-tin hydride; acetic acid / bis-triphenylphosphine-palladium(II) chloride / dichloromethane / 1 h / 20 °C / Inert atmosphere

6.1: pyridine / dichloromethane / 20 °C / Inert atmosphere

7.1: ammonium hydroxide / water / 2 h / 95 °C / Inert atmosphere; Microwave irradiation

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