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4-Chloro-2-methylpyrimidin-5-amine

  • CAS No. 20090-59-9

  • Cat. No. CS-0018982
  • Purity≥97%
  • MDL No.MFCD13193284

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

4-Chloro-2-methylpyrimidin-5-amine|CS-0018982

Structure of 20090-59-9

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General Information

  • CAS No. 20090-59-9
  • Cat. No. CS-0018982
  • Purity ≥97%
  • MDL No. MFCD13193284
  • Storage -20°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆ClN₃
  • Molecular Weight 143.57
  • Synonym(s) 4-Chloro-2-methyl-5-pyrimidinamine; 4-Chloro-2-methylpyrimidin-5-amine; 5-Pyrimidinamine, 4-chloro-2-methyl- (9CI)
  • SMILES NC1=CN=C(C)N=C1Cl

Description

4-Chloro-2-methylpyrimidin-5-amine is a bench-stable, moisture-tolerant heterocyclic building block featuring a chlorine substituent at C4 and a methyl group at C2. The pyrimidine core bears a primary amine at C5, enabling direct coupling reactions. This configuration facilitates efficient incorporation into pharmaceutical intermediates and agrochemical scaffolds through nucleophilic substitution or metal-catalyzed cross-coupling processes.

Application

4-Chloro-2-methylpyrimidin-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its chloro group facilitates palladium-catalyzed cross-coupling reactions, while the amino functionality supports derivatization via acylation, sulfonylation, or cyclization. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthesis campaigns in drug discovery.

Safety Information

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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   51.8
  • LogP   1.02062
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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