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CS-W001157 4
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4-Chloro-2-methylpyrimidine

  • CAS No. 4994-86-9

  • Cat. No. CS-W009237
  • Molecule weight128.56
  • Purity≥95%
  • MDL No.MFCD00234069

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

4-Chloro-2-methylpyrimidine|CS-W009237

Structure of 4994-86-9

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General Information

  • CAS No. 4994-86-9
  • Cat. No. CS-W009237
  • Purity ≥95%
  • MDL No. MFCD00234069
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂
  • Molecular Weight 128.56
  • Synonym(s) NSC 165514; Pyrimidine, 4-chloro-2-methyl- (7CI,8CI,9CI)
  • SMILES CC1=NC=CC(Cl)=N1

Description

4-Chloro-2-methylpyrimidine is a bench-stable heterocyclic building block featuring a chloro group at the 4-position and a methyl substituent at the 2-position. This electronic configuration enables efficient coupling reactions, particularly in palladium-catalyzed cross-couplings. The compound serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals due to its reactivity profile and compatibility with diverse functional groups.

Application

4-Chloro-2-methylpyrimidine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of pyrimidine-based scaffolds. Its chloro group at the C4 position facilitates nucleophilic substitution reactions with amines, thiols, and alkoxides, while the methyl group at C2 provides steric and electronic modulation. The compound exhibits excellent bench stability and compatibility with standard coupling protocols, facilitating straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • Hoechst Aktiengesellschaft Patent: US5138058 A1, 1992 ; US 5138058 A
  • Route2
    • 2,5-Dimethyl-4,5-dihydro-1h-imidazole|CS-0873463
      930-61-0
    • null|null
      67-66-3
    • ~%
    • In-stock
      2,4-Dimethylpyrimidine|CS-0045577
      14331-54-5
    • In-stock
      4-Chloro-2-methylpyrimidine|CS-W009237
      4994-86-9
    • 2-Methylimidazole Ondansetron  Impurity|CS-0228962
      693-98-1
    • 5-Chloro-2,4-dimethylpyrimidine|CS-0671440
      75712-73-1

    References

    • Busby, Reginald E.; Khan, Mohammad A.; Khan, Mohammad R.; Parrick, John; Shaw, C. J. Granville Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1431 - 1435
  • Route3
    • 2,5-Dimethyl-4,5-dihydro-1h-imidazole|CS-0873463
      930-61-0
    • null|null
      67-66-3
    • ~%
    • 2,5-Dimethylpyrazine Glipizide  Impurity|CS-0229015
      123-32-0
    • In-stock
      4-Chloro-2-methylpyrimidine|CS-W009237
      4994-86-9
    • 2-Methylimidazole Ondansetron  Impurity|CS-0228962
      693-98-1
    • 5-Chloro-2,4-dimethylpyrimidine|CS-0671440
      75712-73-1

    References

    • Busby, Reginald E.; Khan, Mohammad A.; Khan, Mohammad R.; Parrick, John; Shaw, C. J. Granville Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1431 - 1435

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.43842
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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