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

Base Information

Chemical Name:(E)-tert-butyl 4-(3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)acryloyl)piperazine-1-carboxylate
CAS No.:1401729-01-8
Molecular Formula:C₂₉H₃₇N₅O₃
Molecular Weight:503.644
Hs Code.:

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

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

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

There total 6 articles about (E)-tert-butyl 4-(3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)acryloyl)piperazine-1-carboxylate 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: 73.0%

: 1401728-67-3
(E)-3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)acrylic acid

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 1401729-01-8
(E)-tert-butyl 4-(3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)acryloyl)piperazine-1-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.6b01703

Reference yield:

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

: 1401729-01-8
(E)-tert-butyl 4-(3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)acryloyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium 2-methylbutan-2-olate / tetrahydrofuran; toluene / 20 °C

1.2: 0.33 h / 20 °C

2.1: hydrazine hydrate / ethanol / 0.25 h / 140 °C / Microwave irradiation

3.1: trifluoroacetic acid / 1,4-dioxane / 20 °C

4.1: bis(tri-t-butylphosphine)palladium ⁽⁰⁾; N-Methyldicyclohexylamine / 1,4-dioxane / 0.08 h / 130 °C / Microwave irradiation

5.1: lithium hydroxide / tetrahydrofuran / 20 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 16 h / 20 °C

With bis(tri-t-butylphosphine)palladium ⁽⁰⁾; N-Methyldicyclohexylamine; potassium 2-methylbutan-2-olate; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; toluene;

Reference yield:

: 1401728-61-7
2-(4-bromobenzyl)-3-oxopentanenitrile

: 1401729-01-8
(E)-tert-butyl 4-(3-(4-((2-ethyl-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)methyl)phenyl)acryloyl)piperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid; hydrazine hydrate / ethanol / 0.25 h / 140 °C / Microwave irradiation

1.2: 160 °C

2.1: trifluoroacetic acid / 1,4-dioxane / 20 °C

3.1: bis(tri-t-butylphosphine)palladium ⁽⁰⁾; N-Methyldicyclohexylamine / 1,4-dioxane / 0.08 h / 130 °C / Microwave irradiation

4.1: lithium hydroxide / tetrahydrofuran / 20 °C

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / dichloromethane / 16 h / 20 °C

With bis(tri-t-butylphosphine)palladium ⁽⁰⁾; N-Methyldicyclohexylamine; benzotriazol-1-ol; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;