4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide

Base Information

Chemical Name:4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide
CAS No.:1189135-67-8
Molecular Formula:C₂₁H₁₉ClN₄O
Molecular Weight:378.861
Hs Code.:

Synonyms:4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide

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Chemical Property of 4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide

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Technology Process of 4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide

There total 6 articles about 4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide 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: 22.0%

: 1189135-73-6
4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}benzoic acid

: 74-89-5
methylamine

: 1189135-67-8
4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 13h;
DOI:10.1016/j.bmc.2012.02.005

Reference yield:

: 1189135-49-6
methyl 4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}benzoate

: 1189135-67-8
4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / tetrahydrofuran; methanol / 1 h / 50 °C

1.2: 20 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 13 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.02.005

Reference yield:

: 160979-67-9
methyl 4-(2-acetyl-3-oxobutyl)benzoate

: 1189135-67-8
4-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]methyl}-N-methylbenzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrazine hydrate / ethanol / 2 h / Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

2.2: 20 h / 0 - 20 °C

3.1: sodium hydroxide / tetrahydrofuran; methanol / 1 h / 50 °C

3.2: 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 13 h / 20 °C

With sodium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2012.02.005