N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

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Chemical Name:N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide
CAS No.:1580494-30-9
Molecular Formula:C₂₆H₃₂N₄O₂
Molecular Weight:432.566
Hs Code.:

Synonyms:N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

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Chemical Property of N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

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Technology Process of N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

There total 6 articles about N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide 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: 80.0%

: 928-90-5
5-hexyl-1-ol

: 1580494-16-1
N,N-diethyl-2-(2-(4-iodophenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

: 1580494-30-9
N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 20 ℃; Inert atmosphere;
DOI:10.1021/acs.jmedchem.5b00932

Reference yield:

: 619-44-3
methyl 4-iodobenzoate

: 1580494-30-9
N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -65 °C

1.2: 2 h / -65 - -45 °C

2.1: sodium hydroxide / ethanol / 0.25 h

2.2: 96 h / 20 °C

3.1: hydrazine hydrate; acetic acid / ethanol / 80 °C

4.1: ethanol / 5 h / 80 °C

5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 24 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; hydrazine hydrate; acetic acid; diethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; 5.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2014.01.080

Reference yield:

: 206346-33-0
3-(4-iodophenyl)-3-oxopropanenitrile

: 1580494-30-9
N,N-diethyl-2-(2-(4-(4-hydroxyhex-1-yn-1-yl)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol / 0.25 h

1.2: 96 h / 20 °C

2.1: hydrazine hydrate; acetic acid / ethanol / 80 °C

3.1: ethanol / 5 h / 80 °C

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / 24 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrazine hydrate; acetic acid; diethylamine; sodium hydroxide; In ethanol; 4.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2014.01.080