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CS-W001157 4
Total: USD 88.00

5-(Benzyloxy)-2-chloropyrimidine

  • CAS No. 138274-14-3

  • Cat. No. CS-W022252
  • Purity≥97%
  • MDL No.MFCD09744017

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

5-(Benzyloxy)-2-chloropyrimidine|CS-W022252

Structure of 138274-14-3

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General Information

  • CAS No. 138274-14-3
  • Cat. No. CS-W022252
  • Purity ≥97%
  • MDL No. MFCD09744017
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉ClN₂O
  • Molecular Weight 220.66
  • Synonym(s) 5-(benzyloxy)-2-chloropyrimidine138274-14-3
  • SMILES C(C1=CC=CC=C1)OC2=CN=C(N=C2)Cl

Description

5-(Benzyloxy)-2-chloropyrimidine features a benzyl ether substituent at the 5-position, enhancing solubility and stability in organic media. The electron-deficient pyrimidine core supports efficient nucleophilic displacement reactions. This bench-stable compound serves as a key intermediate in the synthesis of kinase inhibitors and other bioactive heterocycles.

Application

5-(Benzyloxy)-2-chloropyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. The benzyloxy group offers orthogonal protection and facilitates downstream deprotection under mild hydrogenolysis conditions. Its stability under standard reaction protocols and compatibility with diverse nucleophiles make it well-suited for constructing substituted pyrimidine scaffolds in API development.

Synthesis

  • Route1
    • null|null
      100-39-0
    • In-stock
      2-Chloro-5-hydroxypyrimidine|CS-W004687
      4983-28-2
    • ~90%
    • In-stock
      5-(Benzyloxy)-2-chloropyrimidine|CS-W022252
      138274-14-3

    References

    • Ishizumi; Kojima; Antoku Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 9 p. 2288 - 2300
  • Route2
    • null|null
      100-44-7
    • In-stock
      2-Chloro-5-hydroxypyrimidine|CS-W004687
      4983-28-2
    • ~%
    • In-stock
      5-(Benzyloxy)-2-chloropyrimidine|CS-W022252
      138274-14-3

    References

    • WO2011/144577 A1, ; Page/Page column 27-28 ; WO 2011/144577 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-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   35.01
  • LogP   2.709
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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