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CS-W001157 4
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2-(4-Boc-piperazino)pyrimidine-5-boronic acid pinacol ester

  • CAS No. 940284-98-0

  • Cat. No. CS-0030623
  • Purity≥95%
  • MDL No.MFCD07781250

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

2-(4-Boc-piperazino)pyrimidine-5-boronic acid pinacol ester|CS-0030623

Structure of 940284-98-0

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General Information

  • CAS No. 940284-98-0
  • Cat. No. CS-0030623
  • Purity ≥95%
  • MDL No. MFCD07781250
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₃₁BN₄O₄
  • Molecular Weight 390.28
  • Synonym(s) tert-Butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)piperazine-1-carboxylate
  • SMILES O=C(N1CCN(C2=NC=C(B3OC(C)(C)C(C)(C)O3)C=N2)CC1)OC(C)(C)C

Description

2-(4-Boc-piperazino)pyrimidine-5-boronic acid pinacol ester delivers a stable, bench-ready boronate handle for palladium-catalyzed cross-coupling. The Boc-protected piperazine moiety enhances solubility and functional group tolerance, enabling seamless integration into complex heterocyclic architectures under standard conditions.

Application

2-(4-Boc-piperazino)pyrimidine-5-boronic acid pinacol ester serves as a versatile building block for constructing pyrimidine-based scaffolds in medicinal chemistry. Its boronic ester functionality enables reliable Suzuki-Miyaura cross-coupling reactions under mild conditions, while the Boc-protected piperazine offers orthogonal reactivity for downstream derivatization. The compound exhibits excellent bench stability and simplifies purification, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1

    References

    • Larsen, Matthew A.; Hartwig, John F. Journal of the American Chemical Society, 2014 , vol. 136, # 11 p. 4287 - 4299
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 55, # 11 p. 5361 - 5379
  • Route3
    • N-Boc-piperazine Olaparib Impurity|CS-0214004
      57260-71-6
    • ~%
    • In-stock
      2-(4-Boc-piperazino)pyrimidine-5-boronic acid pinacol ester|CS-0030623
      940284-98-0

    References

    • Journal of the American Chemical Society, , vol. 136, # 11 p. 4287 - 4299

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   77.02
  • LogP   1.8329
  • H_Acceptors   7
  • H_Donors   0
  • Rotatable_Bonds   2

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