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CS-W001157 4
Total: USD 88.00

4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine

  • CAS No. 941685-27-4

  • Cat. No. CS-M2189
  • Purity≥98%
  • MDL No.MFCD11857754

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

4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine|CS-M2189

Structure of 941685-27-4

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General Information

  • CAS No. 941685-27-4
  • Cat. No. CS-M2189
  • Purity ≥98%
  • MDL No. MFCD11857754
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁N₅OSi
  • Molecular Weight None
  • Synonym(s) None
  • SMILES C[Si](C)(C)CCOCN(C=C1)C2=C1C(C3=CNN=C3)=NC=N2

Description

This pyrrolopyrimidine derivative features a pyrazole substituent and a trimethylsilyl-protected ether side chain, enabling stable storage and controlled deprotection. The silyl group facilitates orthogonal functionalization, while the electron-rich heterocyclic core supports efficient coupling in synthetic applications.

Application

4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient access to purine-derived scaffolds. Its pyrazole moiety provides a robust hydrogen-bonding interface, while the trimethylsilyl-protected ether facilitates orthogonal deprotection and stability during multistep synthesis. The compound exhibits excellent bench stability and compatibility with standard coupling reactions, making it well-suited for modular assembly of kinase inhibitors and nucleoside analogs.

Synthesis

  • Route1

    References

    • 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 75-76 ; US 20100190981 A1
  • Route2
    • Ruxolitinib Impurity C|CS-1005386
      941685-41-2
    • ~87%
    • In-stock
      4-(1H-Pyrazol-4-yl)-7-[[2-(trimethylsilyl)ethoxy]methyl]-7H-pyrrolo[2,3-d]pyrimidine|CS-M2189
      941685-27-4

    References

    • 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 84-85 ; US 20100190981 A1
  • Route3

    References

    • US2011/224190 A1, ; Page/Page column 37-38 ; US 20110224190 A1

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P341-P312-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   68.62
  • LogP   3.1337
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   6

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