N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride

Base Information

Chemical Name:N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride
CAS No.:1307271-29-9
Molecular Formula:C₂₃H₂₉FN₆O₂S₂*ClH
Molecular Weight:541.114
Hs Code.:

Synonyms:N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride

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Chemical Property of N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride

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Technology Process of N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride

There total 14 articles about N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride 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:

: 1307271-95-9
N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide trifluoroacetate

: 1307271-29-9
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride

Guidance literature:: N-{3-[5-(2-chloro-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide trifluoroacetate; With ammonium hydroxide; In water; at 90 ℃; for 2h; Inert atmosphere; Microwave irradiation;

With hydrogenchloride; In methanol; water;

Reference yield:

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

: 1307271-29-9
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride

Guidance literature:: Multi-step reaction with 10 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 / ISOPROPYLAMIDE / 0.83 h / 20 °C / Inert atmosphere

5.2: 0.5 h / 80 °C / Inert atmosphere

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

7.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

8.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

9.1: sodium cyanoborohydride / water; methanol / 1 h / 20 °C / Inert atmosphere

10.1: ammonium hydroxide / water / 2 h / 90 °C / Inert atmosphere; Microwave irradiation

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

Reference yield:

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

: 1307271-29-9
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,4-dimethyl-4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-1-propanesulfonamide hydrochloride

Guidance literature:: Multi-step reaction with 9 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 / ISOPROPYLAMIDE / 0.83 h / 20 °C / Inert atmosphere

4.2: 0.5 h / 80 °C / Inert atmosphere

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

6.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

8.1: sodium cyanoborohydride / water; methanol / 1 h / 20 °C / Inert atmosphere

9.1: ammonium hydroxide / water / 2 h / 90 °C / Inert atmosphere; Microwave irradiation

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