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3-Cyclopentyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propanenitrile
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CAS No. 1153949-38-2
- Cat. No. CS-0005704
- Purity≥97%
- MDL No.MFCD18206946
*For research and further manufacturing use only, not for direct human use.
![3-Cyclopentyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propanenitrile|CS-0005704](https://file.chemscene.com/productPIC/CS-0005704.gif)
Structure of 1153949-38-2
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General Information
- CAS No. 1153949-38-2
- Cat. No. CS-0005704
- Purity ≥97%
- MDL No. MFCD18206946
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₇H₂₆BN₃O₂
- Molecular Weight 315.22
- Synonym(s) β-Cyclopentyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-propanenitrile
- SMILES N#CCC(C1CCCC1)N(N=C2)C=C2B(OC(C)3C)OC3(C)C
Description
This boronate-functionalized pyrazole derivative integrates a sterically hindered tetramethyl-1,3,2-dioxaborolane moiety with a nitrile-bearing cyclopentylpropyl linker, enabling efficient Suzuki-Miyaura cross-coupling under standard conditions. The robust boronate group withstands bench storage and facilitates modular assembly of complex heterocyclic architectures in medicinal chemistry and materials science applications.
Application
3-Cyclopentyl-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]propanenitrile serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole moiety provides robust heterocyclic functionality, while the nitrile group enables downstream transformations. Bench-stable and compatible with standard reaction conditions, it facilitates efficient construction of complex molecular architectures in medicinal chemistry and materials science applications.
Synthesis
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References
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Zhou, Jiacheng; Liu, Pingli; Lin, Qiyan; Metcalf, Brian W.; Meloni, David; Pan, Yongchun; Xia, Michael; Li, Mei; Yue, Tai-Yuen; Rodgers, James D.; Wang, Haisheng Patent: US2010/190981 A1, 2010 ; Location in patent: Page/Page column 91 ; US 20100190981 A1
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Route2
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1269823-10-0 -
In-stock
73183-34-3 - ~%
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In-stock
1153949-38-2
References
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BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KOTIAN, Pravin L.; KUMAR, V. Satish; WU, Minwan; LIN, Tsu-Hsing Patent: WO2011/31554 A2, 2011 ; Location in patent: Page/Page column 148-149 ; WO 2011/031554 A1
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Route3
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872-53-7
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In-stock
1153949-38-2
References
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BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KOTIAN, Pravin L.; KUMAR, V. Satish; WU, Minwan; LIN, Tsu-Hsing Patent: WO2011/31554 A2, 2011 ; WO 2011/031554 A1
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 60.07
- LogP 2.82728
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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