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CS-W001157 4
Total: USD 88.00

4-Bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole

  • CAS No. 1040377-02-3

  • Cat. No. CS-0135508
  • Purity≥95%
  • MDL No.MFCD11505042

*For research and further manufacturing use only, not for direct human use.

4-Bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole|CS-0135508

Structure of 1040377-02-3

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General Information

  • CAS No. 1040377-02-3
  • Cat. No. CS-0135508
  • Purity ≥95%
  • MDL No. MFCD11505042
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁BrN₂O
  • Molecular Weight 231.09
  • Synonym(s) 4-Bromo-1-tetrahydro-2H-pyran-4-yl-1H-pyrazole
  • SMILES BrC1=CN(C2CCOCC2)N=C1

Description

4-Bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole features a brominated pyrazole core linked to a tetrahydropyran handle, enabling direct integration into diversification workflows. This bench-stable scaffold offers enhanced solubility and compatibility in transition-metal-catalyzed coupling reactions.

Application

4-Bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The tetrahydro-2H-pyran-4-yl group provides excellent solubility and bench stability, while the pyrazole core offers predictable reactivity in heterocyclic synthesis. This compound facilitates efficient access to complex scaffolds via standard coupling protocols and is well-suited for iterative functionalization in drug discovery campaigns.

Synthesis

  • Route1

    References

    • Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 21 p. 6804 - 6820
  • Route2

    References

    • VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias Patent: WO2011/159760 A1, 2011 ; Location in patent: Page/Page column 65 ; WO 2011/159760 A1
  • Route3

    References

    • Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 21 p. 6804 - 6820

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   27.05
  • LogP   1.9971
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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