3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-⁽¹³⁾C]but-2-ynoate

Base Information

• Chemical Name: 3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-⁽¹³⁾C]but-2-ynoate
• CAS No.: 1353642-18-8
• Molecular Formula: C₂₇H₃₂N₄O₄
• Molecular Weight: 477.564

Synonyms:3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-⁽¹³⁾C]but-2-ynoate

Chemical Property of 3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-⁽¹³⁾C]but-2-ynoate

Chemical Property:

Purity/Quality:

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Technology Process of 3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-⁽¹³⁾C]but-2-ynoate

There total 2 articles about 3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-⁽¹³⁾C]but-2-ynoate 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: 66.0%

N,N-diethyl-2-(2-(4-(3-hydroxypropoxy)phenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl)acetamide (1009080-27-6) + C3(13)CH4O2 (1228048-73-4) → 3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-(13)C]but-2-ynoate (1353642-18-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/mrc.2839

Reference yield:

2-[2-(4'-methoxyphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl]-N,N-diethylacetamide (386297-97-8) → 3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-(13)C]but-2-ynoate (1353642-18-8)

Guidance literature:

Multi-step reaction with 3 steps

1: boron tribromide / dichloromethane / -60 - -20 °C / Inert atmosphere

2: sodium hydroxide / dimethyl sulfoxide / 24 h / 50 °C

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With dmap; boron tribromide; dicyclohexyl-carbodiimide; sodium hydroxide; In dichloromethane; dimethyl sulfoxide;

DOI:10.1002/mrc.2839

Reference yield:

3-(4-(3-(2-(diethylamino)-2-oxoethyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-2-yl)phenoxy)propyl [1-(13)C]but-2-ynoate (1353642-18-8) → C26(13)CH34N4O4 (1353642-16-6)

Guidance literature:

With [1,4-bis(diphenylphosphino)butane](1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; In chloroform-d1; [⁽²⁾H₆]acetone; at 80 ℃; for 0.00277778h; under 6080.41 Torr;

DOI:10.1002/mrc.2839

upstream raw materials:

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

C₃⁽¹³⁾CH₄O₂

2-[2-(4'-methoxyphenyl)-5,7-dimethylpyrazolo[1,5-a]pyrimidin-3-yl]-N,N-diethylacetamide

Downstream raw materials:

C₂₆⁽¹³⁾CH₃₄N₄O₄

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