(E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine

Base Information

Chemical Name:(E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine
CAS No.:1401728-34-4
Molecular Formula:C₂₄H₃₁N₅
Molecular Weight:389.544
Hs Code.:

Synonyms:(E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine

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Chemical Property of (E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine

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Technology Process of (E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine

There total 7 articles about (E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine 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: 99.0%

: (E)-tert-butyl 4-(3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)allyl)piperazine-1-carboxylate

: 1401728-34-4
(E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b01703

Reference yield:

: 57775-08-3
3-(4-Bromo-phenyl)-propionitrile

: 1401728-34-4
(E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium 2-methylbutan-2-olate / tetrahydrofuran; toluene / 0.33 h / 20 °C / Inert atmosphere

2.1: hydrazine hydrate; acetic acid / ethanol / 0.25 h / 140 °C / Inert atmosphere; Microwave irradiation

2.2: 0.5 h / 160 °C / Inert atmosphere; Microwave irradiation

3.1: trifluoroacetic acid / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere

4.1: N-Methyldicyclohexylamine; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 0.25 h / 130 °C / Inert atmosphere; Microwave irradiation

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine; (cyanomethyl)trimethyl-phosphonium iodide / 3 h / Inert atmosphere

7.1: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; hydrazine hydrate; N-Methyldicyclohexylamine; diisobutylaluminium hydride; potassium 2-methylbutan-2-olate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (cyanomethyl)trimethyl-phosphonium iodide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; toluene; 4.1: |Heck Reaction;
DOI:10.1021/acs.jmedchem.6b01703

Reference yield:

: 1401728-64-0
(E)-3-[4-(2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-ylmethyl)phenyl]acrylic acid methyl ester

: 1401728-34-4
(E)-2-ethyl-5,7-dimethyl-3-(4-(3-(piperazin-1-yl)prop-1-enyl)benzyl)pyrazolo[1,5-a]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine; (cyanomethyl)trimethyl-phosphonium iodide / 3 h / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane / 5 h / 20 °C / Inert atmosphere

With hydrogenchloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; (cyanomethyl)trimethyl-phosphonium iodide; In 1,4-dioxane; dichloromethane; toluene;
DOI:10.1021/acs.jmedchem.6b01703