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

Base Information

Chemical Name:5-((2R,4S)-4-carbamoyl-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide
CAS No.:1394838-28-8
Molecular Formula:C₁₉H₁₈FN₅O₂
Molecular Weight:367.383
Hs Code.:

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

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

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

There total 8 articles about 5-((2R,4S)-4-carbamoyl-2-(3-fluorophenyl)pyrrolidin-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:

: 1394839-53-2
5-((2R,4S)-4-carbamoyl-2-(3-fluorophenyl)pyrrolidin-1-yl)-N,N-bis(4-methoxybenzyl)pyrazolo[1,5-a]pyridine-3-carboxamide

: 1394838-28-8
5-((2R,4S)-4-carbamoyl-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: With trifluoroacetic acid; at 60 ℃; for 2h;

Reference yield:

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

: 1394838-28-8
5-((2R,4S)-4-carbamoyl-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium hydroxide; water / ethanol / 3 h / Reflux

1.2: 20 °C / pH 6

2.1: N,N-diethyl-N-isopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 12 h / 20 °C

3.1: caesium carbonate / palladium diacetate; ruphos / tert-butyl alcohol / 120 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 2 h / 20 °C

5.1: dimethyl sulfoxide / 3 h / 90 °C

6.1: sodium hydroxide; water; dihydrogen peroxide / methanol / 2 h / 0 - 20 °C

7.1: trifluoroacetic acid / 2 h / 60 °C

With N,N-diethyl-N-isopropylamine; water; dihydrogen peroxide; caesium carbonate; triethylamine; HATU; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; palladium diacetate; ruphos; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 1101121-05-4
5-bromopyrazolo[1,5-a]pyridine-3-carboxylic acid

: 1394838-28-8
5-((2R,4S)-4-carbamoyl-2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N-diethyl-N-isopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 12 h / 20 °C

2.1: caesium carbonate / palladium diacetate; ruphos / tert-butyl alcohol / 120 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 2 h / 20 °C

4.1: dimethyl sulfoxide / 3 h / 90 °C

5.1: sodium hydroxide; water; dihydrogen peroxide / methanol / 2 h / 0 - 20 °C

6.1: trifluoroacetic acid / 2 h / 60 °C

With N,N-diethyl-N-isopropylamine; water; dihydrogen peroxide; caesium carbonate; triethylamine; HATU; trifluoroacetic acid; sodium hydroxide; palladium diacetate; ruphos; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;