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

Base Information

Chemical Name:3-(3-chloro-4-methoxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide
CAS No.:1309605-98-8
Molecular Formula:C₂₀H₂₂ClN₅O₂
Molecular Weight:399.88
Hs Code.:

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

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

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

There total 5 articles about 3-(3-chloro-4-methoxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-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: 16.0%

: 1309605-97-7
4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine

: 108-00-9
N,N-dimethylethylenediamine

: 1885-14-9
phenyl chloroformate

: 1309605-98-8
3-(3-chloro-4-methoxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

: C₂₀H₂₂ClN₅O₂

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

N,N-dimethylethylenediamine; With potassium carbonate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.5012/bkcs.2011.32.3.821

Reference yield:

: 37908-96-6
3-chloro-4-methoxy benzoic acid

: 1309605-98-8
3-(3-chloro-4-methoxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetyl chloride / 0 - 20 °C

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

3.1: 18 h / 20 °C

3.2: 20 °C

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

4.2: 1 h / 20 °C

With triethylamine; acetyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.5012/bkcs.2011.32.3.821

Reference yield:

: 51-44-5
3,4-dichlorbenzoic acid

: 1309605-98-8
3-(3-chloro-4-methoxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: methanol; N,N,N,N,N,N-hexamethylphosphoric triamide / 15 h / 120 °C

2.1: acetyl chloride / 0 - 20 °C

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

4.1: 18 h / 20 °C

4.2: 20 °C

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

5.2: 1 h / 20 °C

With triethylamine; acetyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.5012/bkcs.2011.32.3.821