(1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate

Base Information

Chemical Name:(1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate
CAS No.:1383485-55-9
Molecular Formula:C₃₉H₃₄F₃N₅O₂
Molecular Weight:661.726
Hs Code.:

Synonyms:(1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate

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Chemical Property of (1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate

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Technology Process of (1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate

There total 11 articles about (1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate 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:

: 1383446-11-4
5-fluoro-3-(4,4,5,5-tetramethyl-1.3.2-dioxaborolan-2-yl)-1-trityl-1H-pyrazolo[3.4-b] pyridine

: 1383485-54-8
(1R,3S)-ethyl 3-(6-bromo-3,5-difluoropyridin-2-ylamino)cyclohexanecarboxylate

: 1383485-55-9
(1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate

Guidance literature:: With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In 2-methyltetrahydrofuran; water; at 130 ℃; for 0.75h; Inert atmosphere;

Reference yield:

: 791644-48-9
2-chloro-5-fluoronicotinonitrile

: 1383485-55-9
(1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: hydrazine hydrate / butan-1-ol / 4.5 h / Reflux

2: tert.-butylnitrite; Bromoform / 2 h / 61 - 90 °C

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere

5: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 2-methyltetrahydrofuran; water / 0.75 h / 130 °C / Inert atmosphere

With potassium phosphate; tert.-butylnitrite; Bromoform; potassium acetate; potassium carbonate; hydrazine hydrate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; XPhos; In 2-methyltetrahydrofuran; water; N,N-dimethyl-formamide; butan-1-ol;

Reference yield:

: 75302-64-6
2-chloro-5-fluoropyridine-3-carboxamide

: 1383485-55-9
(1R,3S)-ethyl 3-(3,5-difluoro-6-(5-fluoro-1-trityl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyridin-2-ylamino)cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.75 h / 0 °C

2: hydrazine hydrate / butan-1-ol / 4.5 h / Reflux

3: tert.-butylnitrite; Bromoform / 2 h / 61 - 90 °C

4: potassium carbonate / N,N-dimethyl-formamide / 20 °C

5: potassium acetate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / N,N-dimethyl-formamide / 1.5 h / 100 °C / Inert atmosphere

6: potassium phosphate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / 2-methyltetrahydrofuran; water / 0.75 h / 130 °C / Inert atmosphere

With potassium phosphate; tert.-butylnitrite; Bromoform; potassium acetate; potassium carbonate; hydrazine hydrate; triethylamine; trifluoroacetic anhydride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; XPhos; In 2-methyltetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol;