N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

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Chemical Name:N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide
CAS No.:1383446-73-8
Molecular Formula:C₂₁H₂₄F₂N₈O
Molecular Weight:442.471
Hs Code.:

Synonyms:N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

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Chemical Property of N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

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Technology Process of N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

There total 17 articles about N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide 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:

: 1383446-18-1
N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

: 1383446-73-8
N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 1259366-99-8
ethyl (1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylate

: 1383446-73-8
N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 50 °C

2.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 0.75 h / 85 °C / Inert atmosphere

2.2: 0.25 h / 85 °C

3.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / water; 2-methyl THF / 1 h / 115 °C / Inert atmosphere; Sealed vial

4.1: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h / 20 °C

With triethylsilane; potassium phosphate; lithium hydroxide monohydrate; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; 2-methyl THF; dichloromethane; water;

Reference yield:

: 1259367-00-4
(1R,3S)-3-((2-chloro-5-fluoropyrimidin-4-yl)amino)cyclohexane-1-carboxylic acid

: 1383446-73-8
N-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)pyrrolidine-1-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; diphenyl phosphoryl azide / tetrahydrofuran / 0.75 h / 85 °C / Inert atmosphere

1.2: 0.25 h / 85 °C

2.1: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / water; 2-methyl THF / 1 h / 115 °C / Inert atmosphere; Sealed vial

3.1: trifluoroacetic acid; triethylsilane / dichloromethane / 1 h / 20 °C

With triethylsilane; potassium phosphate; diphenyl phosphoryl azide; triethylamine; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In tetrahydrofuran; 2-methyl THF; dichloromethane; water;