(R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

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Chemical Name:(R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate
CAS No.:1394838-09-5
Molecular Formula:C₂₁H₁₇F₃N₄O₂
Molecular Weight:414.387
Hs Code.:

Synonyms:(R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

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Chemical Property of (R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

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Technology Process of (R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

There total 7 articles about (R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-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:

: 885276-93-7
ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate

: 1364890-37-8
(R)-3-(4,4-difluoropyrrolidin-2-yl)-5-fluorobenzonitrile

: 1394838-09-5
(R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

Guidance literature:: With caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 140 ℃; for 1h; Inert atmosphere; Microwave;

Reference yield:

: 1364890-35-6
(R)-tert-butyl 2-(3-cyano-5-fluorophenyl)-4-oxopyrrolidine-1-carboxylate

: 1394838-09-5
(R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: diethylamino-sulfur trifluoride / dichloromethane / 12.5 h / -78 - 20 °C

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 1 h / 140 °C / Inert atmosphere; Microwave

With diethylamino-sulfur trifluoride; caesium carbonate; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane;

Reference yield:

: (3R)-4-((tert-butoxycarbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)-1-(3-cyano-5-fluorophenyl)butyl methanesulfonate

: 1394838-09-5
(R) ethyl 5-(2-(3-cyano-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 12 h / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3: trichloroisocyanuric acid; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane / 1.25 h / -10 - 20 °C

4: diethylamino-sulfur trifluoride / dichloromethane / 12.5 h / -78 - 20 °C

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

6: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 1 h / 140 °C / Inert atmosphere; Microwave

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; diethylamino-sulfur trifluoride; trichloroisocyanuric acid; tetrabutyl ammonium fluoride; sodium hydride; caesium carbonate; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; mineral oil;