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

Base Information

Chemical Name:N-{3-[5-(2-amino-4-pyrimidinyl)-2-(4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide
CAS No.:1195768-05-8
Molecular Formula:C₂₂H₂₁FN₆O₃S₂
Molecular Weight:500.578
Hs Code.:

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

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

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

There total 12 articles about N-{3-[5-(2-amino-4-pyrimidinyl)-2-(4-piperidinyl)-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:

: 1195769-77-7
1,1-dimethylethyl 4-(5-(2-amino-4-pyrimidinyl)-4-{2-fluoro-3-[(3-furanylsulfonyl)amino]phenyl}-1,3-thiazol-2-yl)-1-piperidinecarboxylate

: 1195768-05-8
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane;

Reference yield:

: 214834-18-1
tert-butyl 4-carbamothioylpiperidine-1-carboxylate

: 1195768-05-8
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / N,N-dimethyl acetamide

1.2: 0.42 h / 80 °C

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

3.1: pyridine

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

5.1: trifluoroacetic acid / dichloromethane

With pyridine; ammonium hydroxide; N-Bromosuccinimide; water; tri-n-butyl-tin hydride; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl acetamide; water;

Reference yield:

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

: 1195768-05-8
N-{3-[5-(2-amino-4-pyrimidinyl)-2-(4-piperidinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}-3-furansulfonamide

Guidance literature:: Multi-step reaction with 9 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 / N,N-dimethyl acetamide

5.2: 0.42 h / 80 °C

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

7.1: pyridine

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

9.1: trifluoroacetic acid / dichloromethane

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; N,N-dimethyl acetamide; water; toluene;