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CS-W001157 4
Total: USD 88.00

Ethyl 5-amino-2-chloropyrimidine-4-carboxylate

  • CAS No. 59950-50-4

  • Cat. No. CS-0042571
  • Purity≥95%
  • MDL No.MFCD22377545

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

Ethyl 5-amino-2-chloropyrimidine-4-carboxylate|CS-0042571

Structure of 59950-50-4

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General Information

  • CAS No. 59950-50-4
  • Cat. No. CS-0042571
  • Purity ≥95%
  • MDL No. MFCD22377545
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClN₃O₂
  • Molecular Weight None
  • Synonym(s) 5-amino-2-chloro-pyrimidine-4-carboxylic acid ethyl ester
  • SMILES CCOC(=O)C1=C(N)C=NC(Cl)=N1

Description

Ethyl 5-amino-2-chloropyrimidine-4-carboxylate features a pyrimidine core bearing amino and chloro substituents at C5 and C2, respectively, with a carboxylate ester at C4. This electron-rich scaffold integrates readily into heterocyclic syntheses, serving as a key intermediate in medicinal chemistry due to its reactive functional groups and stability under standard conditions.

Application

Ethyl 5-amino-2-chloropyrimidine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds through nucleophilic substitution and coupling reactions. The amino and chloro groups offer orthogonal reactivity for sequential functionalization, while the ester moiety supports further transformations. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of pharmaceutical intermediates and agrochemical candidates.

Synthesis

  • Route1

    References

    • SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG Patent: WO2004/56826 A1, 2004 ; Location in patent: Page 74 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   78.1
  • LogP   0.8889
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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