3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline

Base Information

Chemical Name:3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline
CAS No.:1307272-88-3
Molecular Formula:C₁₈H₁₆ClFN₄O₂
Molecular Weight:374.802
Hs Code.:

Synonyms:3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline

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Chemical Property of 3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline

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Technology Process of 3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline

There total 10 articles about 3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline 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: 98.0%

: 1307272-87-2
2-propen-1-yl {3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluorophenyl}carbamate

: 1307272-88-3
3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline

Guidance literature:: With tri-n-butyl-tin hydride; acetic acid; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

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

: 1307272-88-3
3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline

Guidance literature:: Multi-step reaction with 6 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

With 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; toluene;

Reference yield:

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

: 1307272-88-3
3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-oxazol-4-yl]-2-fluoroaniline

Guidance literature:: Multi-step reaction with 5 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

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