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CS-W001157 4
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Methyl 2-chloropyrimidine-5-carboxylate

  • CAS No. 287714-35-6

  • Cat. No. CS-W018560
  • Purity≥97%
  • MDL No.MFCD08690330

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

Methyl 2-chloropyrimidine-5-carboxylate|CS-W018560

Structure of 287714-35-6

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General Information

  • CAS No. 287714-35-6
  • Cat. No. CS-W018560
  • Purity ≥97%
  • MDL No. MFCD08690330
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) Methyl 5-chloropyrazine-2-carboxylate
  • SMILES COC(=O)C1=CN=C(Cl)N=C1

Description

Methyl 2-chloropyrimidine-5-carboxylate features a pyrimidine core bearing a chloro substituent at C2 and an ester group at C5, enabling selective functionalization in heterocyclic synthesis. This bench-stable reagent integrates readily into cross-coupling and nucleophilic substitution reactions, delivering valuable intermediates for agrochemical and pharmaceutical development.

Application

Methyl 2-chloropyrimidine-5-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds. The chloro group at C2 facilitates nucleophilic substitution, while the ester functionality supports selective transformations and derivatization. Its bench stability and compatibility with standard coupling reactions make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Genetech, Inc.; Curis, Inc.; Cai, Xiong; Qian, Changgeng; Zhai, Haixiao Patent: US2014/18368 A1, 2014 ; Location in patent: Paragraph 0162; 0179 ;

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

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Computational Chemistry Data

  • TPSA   52.08
  • LogP   0.9166
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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