tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate

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Chemical Name:tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate
CAS No.:1000183-48-1
Molecular Formula:C₃₂H₃₇FN₆O₄
Molecular Weight:588.682
Hs Code.:

Synonyms:tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate

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Chemical Property of tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate

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Technology Process of tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate

There total 6 articles about tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate 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:

: 1000183-47-0
tert-butyl 3-(2-chloropyrimidin-4-yl)-5-fluoro-1H-indole-1-carboxylate

: 170911-92-9
4-(4-aminophenyl)-1-t-butyloxycarbonylpiperazine

: 1000183-48-1
tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate

Guidance literature:: With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 12h;

Reference yield:

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

: 1000183-48-1
tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 3 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

With Triisopropyl borate; sec.-butyllithium; sodium hydrogencarbonate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; cyclohexane;

Reference yield:

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

: 1000183-48-1
tert-butyl 3-[2-({4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl} amino)pyrimidin-4-yl]-5-fluoro-1H-indole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 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

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