3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Base Information

Chemical Name:3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide
CAS No.:1352810-97-9
Molecular Formula:C₂₂H₂₄ClN₅O₂
Molecular Weight:425.918
Hs Code.:

Synonyms:3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

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Chemical Property of 3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

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Technology Process of 3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

There total 8 articles about 3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-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: 67.0%

: 7154-73-6
1-(2-aminoethyl)pyrrolidine

: 1350473-74-3
4-(3-(4-chloro-3-methoxyphenyl)-1H-pyrazol-4-yl)pyridine

: 1885-14-9
phenyl chloroformate

: C₂₂H₂₆ClN₅O₂

: 1352810-97-9
3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Guidance literature:: 4-(3-(4-chloro-3-methoxyphenyl)-1H-pyrazol-4-yl)pyridine; phenyl chloroformate; With triethylamine; In tetrahydrofuran; at 0 ℃; for 2h;

1-(2-aminoethyl)pyrrolidine; With potassium carbonate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/ardp.201000375

Reference yield:

: 342435-01-2
1-(4-chloro-3-methoxyphenyl)-2-(pyridin-4-yl)ethanone

: 1352810-97-9
3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 18 h / 20 °C

2.1: hydrazine hydrate / ethanol / 20 °C

3.1: triethylamine / tetrahydrofuran / 2 h / 0 °C

3.2: 1 h / 20 °C

With hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol;
DOI:10.1002/ardp.201000375

Reference yield:

: 615-74-7
2-chloro-5-methylphenol

: 1352810-97-9
3-(4-chloro-3-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / acetone / 1 °C / Reflux

2.1: pyridine; potassium permanganate / water / 37 h / 20 - 50 °C

3.1: acetyl chloride / 15 h / 0 - 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / -25 - 20 °C

5.1: 18 h / 20 °C

6.1: hydrazine hydrate / ethanol / 20 °C

7.1: triethylamine / tetrahydrofuran / 2 h / 0 °C

7.2: 1 h / 20 °C

With pyridine; potassium permanganate; potassium carbonate; hydrazine hydrate; triethylamine; acetyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; acetone;
DOI:10.1002/ardp.201000375