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CS-W001157 4
Total: USD 88.00

2-Chloro-4-methoxypyrimidine

  • CAS No. 22536-63-6

  • Cat. No. CS-W002506
  • Purity≥97%
  • MDL No.MFCD00194055

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

2-Chloro-4-methoxypyrimidine|CS-W002506

Structure of 22536-63-6

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General Information

  • CAS No. 22536-63-6
  • Cat. No. CS-W002506
  • Purity ≥97%
  • MDL No. MFCD00194055
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂O
  • Molecular Weight 144.56
  • Synonym(s) 2-Chloro-4-methoxy- pyrimidine
  • SMILES COc1ccnc(n1)Cl

Description

2-Chloro-4-methoxypyrimidine is a bench-stable heterocyclic building block featuring a reactive chlorine atom at the 2-position and a methoxy group at the 4-position. This combination enables selective functionalization in cross-coupling reactions and serves as a key intermediate in agrochemical and pharmaceutical synthesis.

Application

2-Chloro-4-methoxypyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its chloro group facilitates nucleophilic substitution reactions with amines, thiols, and other heteroatoms, while the methoxy substituent enhances solubility and modulates electronic properties. The compound exhibits good bench stability and is compatible with standard reaction conditions, facilitating straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1
    • null|null
      3934-20-1
    • ~86%
    • In-stock
      2-Chloro-4-methoxypyrimidine|CS-W002506
      22536-63-6

    References

    • Rai, Diwakar; Chen, Wenmin; Tian, Ye; Chen, Xuwang; Zhan, Peng; De Clercq, Erik; Pannecouque, Christophe; Balzarini, Jan; Liu, Xinyong Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 23 p. 7398 - 7405
  • Route2
    • null|null
      3934-20-1
    • null|null
      124-41-4
    • ~95%
    • In-stock
      2-Chloro-4-methoxypyrimidine|CS-W002506
      22536-63-6

    References

    • Elban, Mark A.; Sun, Wenyue; Eisenhauer, Brian M.; Gao, Rong; Hecht, Sidney M. Organic Letters, 2006 , vol. 8, # 16 p. 3513 - 3516
  • Route3
    • null|null
      67-56-1
    • null|null
      3934-20-1
    • null|null
      124-41-4
    • ~%
    • In-stock
      2-Chloro-4-methoxypyrimidine|CS-W002506
      22536-63-6

    References

    • HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; RATHNAKAR REDDY, Kura; MURALIDHARA REDDY, Dasari; VENKAT NARSIMHA REDDY, Adulla; VAMSI KRISHNA, Bandi Patent: WO2013/38425 A1, 2013 ; Location in patent: Page/Page column 8 ;

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   35.01
  • LogP   1.1386
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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