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CS-W001157 4
Total: USD 88.00

4-Chloropyrimidine-5-carboxylic acid ethyl ester

  • CAS No. 41103-17-7

  • Cat. No. CS-W009281
  • Purity≥97%
  • MDL No.MFCD07371659

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

4-Chloropyrimidine-5-carboxylic acid ethyl ester|CS-W009281

Structure of 41103-17-7

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General Information

  • CAS No. 41103-17-7
  • Cat. No. CS-W009281
  • Purity ≥97%
  • MDL No. MFCD07371659
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇ClN₂O₂
  • Molecular Weight None
  • Synonym(s) 5-Carbethoxy-4-chloropyrimidine; Ethyl 4-chloro-5-pyrimidinecarboxylate; Ethyl 4-chloropyrimidine-5-carboxylate
  • SMILES O=C(C1=CN=CN=C1Cl)OCC

Description

4-Chloropyrimidine-5-carboxylic acid ethyl ester features a chlorinated pyrimidine core paired with an ester-functionalized carboxylic acid, enabling direct incorporation into heterocyclic synthesis. The electron-deficient pyrimidine ring facilitates nucleophilic substitution reactions, while the ethyl ester group serves as a handle for subsequent derivatization. This compound exhibits excellent stability under standard bench conditions and is compatible with common reaction protocols in medicinal chemistry and materials science.

Application

4-Chloropyrimidine-5-carboxylic acid ethyl ester serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds. Its chloro and ester functionalities support sequential functionalization via nucleophilic substitution and hydrolysis, facilitating the construction of pharmaceutically relevant intermediates. The compound exhibits good bench stability and is compatible with standard reaction conditions, simplifying purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • BAYER PHARMACEUTICALS CORPORATION Patent: WO2006/49681 A2, 2006 ; Location in patent: Page/Page column 38 ; WO 2006/049681 A2
  • Route2

    References

    • Duan, Hongliang; Ning, Mengmeng; Chen, Xiaoyan; Zou, Qingan; Zhang, Liming; Feng, Ying; Zhang, Lina; Leng, Ying; Shen, Jianhua Journal of Medicinal Chemistry, 2012 , vol. 55, # 23 p. 10475 - 10489

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   1.3067
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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