4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine

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Chemical Name:4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine
CAS No.:1000183-35-6
Molecular Formula:C₂₆H₂₅FN₈O₂S
Molecular Weight:532.601
Hs Code.:

Synonyms:4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine

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Chemical Property of 4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine

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Technology Process of 4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine

There total 7 articles about 4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine 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:

: 1000183-49-2
4-(5-fluoro-1H-indol-3-yl)-N-(4-piperazin-1-ylphenyl)pyrimidin-2-amine

: 288148-34-5
1-methyl-1H-pyrazole-4-sulfonyl chloride

: 1000183-35-6
4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine

Guidance literature:: With triethylamine; dmap; In N,N-dimethyl-formamide; for 12h;

Reference yield:

: 1000183-46-9
3-bromo-5-fluoro-1-Boc-1H-indole

: 1000183-35-6
4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: Triisopropyl borate; sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C

1.2: 2.5 h / 20 °C

1.3: 0.5 h

2.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2 h / 80 °C

3.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane / 12 h / 100 °C

4.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C

5.1: triethylamine / dmap / N,N-dimethyl-formamide / 12 h

With Triisopropyl borate; sec.-butyllithium; sodium hydrogencarbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

Reference yield:

: 399-52-0
5-fluoro-1H-indole

: 1000183-35-6
4-(5-fluoro-1H-indol-3-yl)-N-(4-{4-[(1-methyl-1H-pyrazol-4-yl)sulfonyl]piperazin-1-yl}phenyl)pyrimidin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: dmap; triethylamine / dichloromethane / 12 h

2.1: N-Bromosuccinimide / dichloromethane / 12 h

3.1: Triisopropyl borate; sec.-butyllithium / tetrahydrofuran; cyclohexane / 1 h / -78 °C

3.2: 2.5 h / 20 °C

3.3: 0.5 h

4.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 2 h / 80 °C

5.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane / 12 h / 100 °C

6.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C

7.1: triethylamine / dmap / N,N-dimethyl-formamide / 12 h

With dmap; N-Bromosuccinimide; Triisopropyl borate; sec.-butyllithium; sodium hydrogencarbonate; caesium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; cyclohexane; N,N-dimethyl-formamide;