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

Base Information

Chemical Name:N-{3-[2-(1-amino-1-methylethyl)-5-(2-amino-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide
CAS No.:1195767-94-2
Molecular Formula:C₂₀H₁₉FN₆O₃S₂
Molecular Weight:474.54
Hs Code.:

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

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

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

There total 11 articles about N-{3-[2-(1-amino-1-methylethyl)-5-(2-amino-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide 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: 60.0%

: 1195769-61-9
1,1-dimethylethyl [1-(5-(2-chloro-4-pyrimidinyl)-4-{2-fluoro-3-[(3-furanylsulfonyl)amino]phenyl}-1,3-thiazol-2-yl)-1-methylethyl]carbamate

: 1195767-94-2
N-{3-[2-(1-amino-1-methylethyl)-5-(2-amino-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

Guidance literature:: 1,1-dimethylethyl [1-(5-(2-chloro-4-pyrimidinyl)-4-{2-fluoro-3-[(3-furanylsulfonyl)amino]phenyl}-1,3-thiazol-2-yl)-1-methylethyl]carbamate; With ammonium hydroxide; In water; at 90 ℃; for 3h; microwave irradiation;

With hydrogenchloride; In dichloromethane; water; pH=~ 4 - 5;

Reference yield:

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

: 1195767-94-2
N-{3-[2-(1-amino-1-methylethyl)-5-(2-amino-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

Guidance literature:: Multi-step reaction with 8 steps

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

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / -10 - 0 °C

4.2: 1.33 h / 0 - 20 °C

5.1: N-Bromosuccinimide / dichloromethane

5.2: 2 h / 80 °C

6.1: water; tri-n-butyl-tin hydride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane

7.1: pyridine / dichloromethane / 20 °C

8.1: ammonium hydroxide / water / 3 h / 90 °C / microwave irradiation

8.2: pH ~ 4 - 5

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

Reference yield:

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

: 1195767-94-2
N-{3-[2-(1-amino-1-methylethyl)-5-(2-amino-4-pyrimidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrazine hydrate / nickel / tetrahydrofuran; methanol; water / 70 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -10 - 0 °C

3.2: 1.33 h / 0 - 20 °C

4.1: N-Bromosuccinimide / dichloromethane

4.2: 2 h / 80 °C

5.1: water; tri-n-butyl-tin hydride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane

6.1: pyridine / dichloromethane / 20 °C

7.1: ammonium hydroxide / water / 3 h / 90 °C / microwave irradiation

7.2: pH ~ 4 - 5

With pyridine; ammonium hydroxide; N-Bromosuccinimide; water; tri-n-butyl-tin hydride; sodium hydrogencarbonate; hydrazine hydrate; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nickel; In tetrahydrofuran; methanol; dichloromethane; water;