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

Base Information

Chemical Name:5-((2R,4S)-4-cyano-2-(3-fluorophenyl)pyrrolidin-1-yl)-N,N-bis(4-methoxybenzyl)pyrazolo[1,5-a]pyridine-3-carboxamide
CAS No.:1394839-03-2
Molecular Formula:C₃₅H₃₂FN₅O₃
Molecular Weight:589.669
Hs Code.:

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

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

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

There total 6 articles about 5-((2R,4S)-4-cyano-2-(3-fluorophenyl)pyrrolidin-1-yl)-N,N-bis(4-methoxybenzyl)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:

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

: 1394839-03-2
5-((2R,4S)-4-cyano-2-(3-fluorophenyl)pyrrolidin-1-yl)-N,N-bis(4-methoxybenzyl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 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

With N,N-diethyl-N-isopropylamine; water; caesium carbonate; triethylamine; HATU; potassium hydroxide; palladium diacetate; ruphos; In 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

: 1394839-03-2
5-((2R,4S)-4-cyano-2-(3-fluorophenyl)pyrrolidin-1-yl)-N,N-bis(4-methoxybenzyl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 4 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

With N,N-diethyl-N-isopropylamine; caesium carbonate; triethylamine; HATU; palladium diacetate; ruphos; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 1223404-91-8
(3R,5R)-5-(3-fluorophenyl)pyrrolidin-3-ol

: 1394839-03-2
5-((2R,4S)-4-cyano-2-(3-fluorophenyl)pyrrolidin-1-yl)-N,N-bis(4-methoxybenzyl)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: dimethyl sulfoxide / 3 h / 90 °C

With caesium carbonate; triethylamine; palladium diacetate; ruphos; In dichloromethane; dimethyl sulfoxide; tert-butyl alcohol;