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

Base Information

Chemical Name:N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2-propanesulfonamide
CAS No.:1307271-86-8
Molecular Formula:C₂₀H₂₄FN₅O₂S₂
Molecular Weight:449.573
Hs Code.:

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

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

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

There total 13 articles about N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2-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: 11.0%

: 10147-37-2
Isopropylsulfonyl chloride

: 1195769-01-7
4-[4-(3-amino-2-fluorophenyl)-2-(1,1-dimethylethyl)-1,3-thiazol-5-yl]-2-pyrimidinamine

: 1307271-86-8
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2-propanesulfonamide

Guidance literature:: With dmap; at 20 ℃; for 15h;

Reference yield:

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

: 1307271-86-8
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2-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 / ISOPROPYLAMIDE / 1 h / 20 °C / Inert atmosphere

5.2: 2 h / 0 - 20 °C / Inert atmosphere

6.1: ammonia / methanol / 24 h / 80 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 130 °C / Inert atmosphere; Microwave irradiation

8.1: dmap / 15 h / 20 °C

With dmap; N-Bromosuccinimide; tert-butyl carbazate; sulfuric acid; tetrabutyl ammonium fluoride; ammonia; sodium hydrogencarbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium hexamethyldisilazane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; methanol; ISOPROPYLAMIDE; toluene;

Reference yield:

: 437-86-5
2-fluoro-3-nitrotoluene

: 1307271-86-8
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-2-propanesulfonamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: chromium(VI) oxide; sulfuric acid; acetic acid / water / 2 h / 95 °C / Inert atmosphere

2.1: sulfuric acid / 1 h / 70 °C / Inert atmosphere

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

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

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

5.2: 1.33 h / 0 - 20 °C / Inert atmosphere

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

6.2: 2 h / 0 - 20 °C / Inert atmosphere

7.1: ammonia / methanol / 24 h / 80 °C / Inert atmosphere

8.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 130 °C / Inert atmosphere; Microwave irradiation

9.1: dmap / 15 h / 20 °C

With chromium(VI) oxide; dmap; N-Bromosuccinimide; sulfuric acid; tetrabutyl ammonium fluoride; ammonia; sodium hydrogencarbonate; hydrazine hydrate; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ISOPROPYLAMIDE; water;