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

Base Information

Chemical Name:N-((1R,3S)-3-((5-fluoro-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-carboxamide
CAS No.:1383447-03-7
Molecular Formula:C₂₁H₂₂FN₉O
Molecular Weight:435.464
Hs Code.:

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

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

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

There total 6 articles about N-((1R,3S)-3-((5-fluoro-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-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:

: 1383446-20-5
N-((1R,3S)-3-((5-fluoro-2-(1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-carboxamide

: 1383447-03-7
N-((1R,3S)-3-((5-fluoro-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-carboxamide

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

Reference yield:

: 36404-90-7
2-fluoropyridine-3-carboxaldehyde

: 1383447-03-7
N-((1R,3S)-3-((5-fluoro-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: hydrazine hydrate / ethanol / 1 h / 80 °C

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.67 h / 44 °C

3: sodium hydride / N,N-dimethyl-formamide / 20 °C / Cooling with ice

4: potassium acetate / bis(pinacol)diborane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere

5: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 2-methyl-THF / 2 h / 80 °C / Inert atmosphere; Sealed vial

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

With triethylsilane; potassium phosphate; N-Bromosuccinimide; potassium acetate; sodium hydride; hydrazine hydrate; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(pinacol)diborane; XPhos; In 2-methyl-THF; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 271-73-8
1H-Pyrazolo[3,4-b]pyridine

: 1383447-03-7
N-((1R,3S)-3-((5-fluoro-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-1-methyl-1H-imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1.67 h / 44 °C

2: sodium hydride / N,N-dimethyl-formamide / 20 °C / Cooling with ice

3: potassium acetate / bis(pinacol)diborane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere

4: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 2-methyl-THF / 2 h / 80 °C / Inert atmosphere; Sealed vial

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

With triethylsilane; potassium phosphate; N-Bromosuccinimide; potassium acetate; sodium hydride; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(pinacol)diborane; XPhos; In 2-methyl-THF; dichloromethane; N,N-dimethyl-formamide;