(R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

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Chemical Name:(R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid
CAS No.:1394839-45-2
Molecular Formula:C₁₉H₁₄F₃N₃O₄
Molecular Weight:405.333
Hs Code.:

Synonyms:(R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

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Chemical Property of (R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

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Technology Process of (R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

There total 8 articles about (R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid 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:

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

: 1394839-45-2
(R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 12h;

Reference yield:

: 1364890-28-7
tert-butyl ((2R)-2-((tert-butyldimethylsilyl)oxy)-4-(3-cyano-5-fluorophenyl)-4-hydroxybutyl)carbamate

: 1394839-45-2
(R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: triethylamine / dichloromethane / 2 h / -60 °C

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

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

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

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

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

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

8: water; lithium hydroxide / tetrahydrofuran; methanol / 12 h / 50 °C

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

Reference yield:

: 1364890-30-1
(4R)-tert-butyl 4-((tert-butyldimethylsilyl)oxy)-2-(3-cyano-5-fluorophenyl)pyrrolidine-1-carboxylate

: 1394839-45-2
(R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

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

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

6: water; lithium hydroxide / tetrahydrofuran; methanol / 12 h / 50 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; diethylamino-sulfur trifluoride; trichloroisocyanuric acid; tetrabutyl ammonium fluoride; water; caesium carbonate; trifluoroacetic acid; lithium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;