3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one

Base Information

Chemical Name:3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one
CAS No.:1370690-12-2
Molecular Formula:C₂₇H₂₄ClN₃O₂
Molecular Weight:457.959
Hs Code.:

Synonyms:3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one

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Chemical Property of 3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one

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Technology Process of 3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one

There total 4 articles about 3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one 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: 60.0%

: 1370690-10-0
1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-yn-1-one

: 2393-23-9
4-methoxy-benzylamine

: 1370690-12-2
3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; at 150 ℃; for 16h; Inert atmosphere;
DOI:10.1039/c2ob07030h

Reference yield:

: 947-95-5
5-chloro-4-formyl-3-methyl-1-phenyl-1H-pyrazole

: 1370690-12-2
3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: potassium permanganate / acetone / 12 h / 20 °C / Inert atmosphere

2: thionyl chloride / 3 h / Inert atmosphere; Reflux

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 3 h / 70 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 16 h / 150 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; potassium permanganate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide; acetone; 3: Sonogashira coupling;
DOI:10.1039/c2ob07030h

Reference yield:

: 1140-38-1
5-chloro-3-methyl-1-phenyl-1H-pyrazole-4?carboxylic acid

: 1370690-12-2
3-(4-methoxybenzylamino)-1-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: thionyl chloride / 3 h / Inert atmosphere; Reflux

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 3 h / 70 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide / 16 h / 150 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide; 2: Sonogashira coupling;
DOI:10.1039/c2ob07030h