(R)-5-(2-(3-carbamoyl-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

Base Information

Chemical Name:(R)-5-(2-(3-carbamoyl-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide
CAS No.:1394838-10-8
Molecular Formula:C₁₉H₁₆F₃N₅O₂
Molecular Weight:403.364
Hs Code.:

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

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

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

There total 9 articles about (R)-5-(2-(3-carbamoyl-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-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:

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

: 1394838-10-8
(R)-5-(2-(3-carbamoyl-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: (R)-5-(2-(3-carboxy-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxylic acid; With N,N-diethyl-N-isopropylamine; HATU; In N,N-dimethyl-formamide; for 0.5h;

With ammonium hydroxide; ammonium chloride; In N,N-dimethyl-formamide; for 2h;

Reference yield:

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

: 1394838-10-8
(R)-5-(2-(3-carbamoyl-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5.1: N,N-diethyl-N-isopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h

5.2: 2 h

With N,N-diethyl-N-isopropylamine; diethylamino-sulfur trifluoride; water; caesium carbonate; HATU; 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;

Reference yield:

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

: 1394838-10-8
(R)-5-(2-(3-carbamoyl-5-fluorophenyl)-4,4-difluoropyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

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

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

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

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

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

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

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

8.1: N,N-diethyl-N-isopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h

8.2: 2 h

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N,N-diethyl-N-isopropylamine; diethylamino-sulfur trifluoride; trichloroisocyanuric acid; tetrabutyl ammonium fluoride; water; sodium hydride; caesium carbonate; HATU; 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;