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

Base Information

Chemical Name:3-(4-chloro-3-hydroxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide
CAS No.:1352810-98-0
Molecular Formula:C₁₉H₂₀ClN₅O₂
Molecular Weight:385.853
Hs Code.:

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

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

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

There total 6 articles about 3-(4-chloro-3-hydroxyphenyl)-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: 43.0%

: 1352810-89-9
3-(4-chloro-3-methoxyphenyl)-N-(2-(dimethylamino)-ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

: 1352810-98-0
3-(4-chloro-3-hydroxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Guidance literature:: With boron dimethyl-trifluoro sulphide; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1002/ardp.201000375

Reference yield:

: 116022-18-5
methyl 4-chloro-3-methoxybenzoate

: 1352810-98-0
3-(4-chloro-3-hydroxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: 18 h / 20 °C

3.1: hydrazine hydrate / ethanol / 20 °C

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

4.2: 1 h / 20 °C

5.1: boron dimethyl-trifluoro sulphide / dichloromethane / 48 h / 20 °C / Inert atmosphere

With boron dimethyl-trifluoro sulphide; hydrazine hydrate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/ardp.201000375

Reference yield:

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

: 1352810-98-0
3-(4-chloro-3-hydroxyphenyl)-N-(2-(dimethylamino)ethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Guidance literature:: Multi-step reaction with 8 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

8.1: boron dimethyl-trifluoro sulphide / dichloromethane / 48 h / 20 °C / Inert atmosphere

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