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CS-W001157 4
Total: USD 88.00

2,4,6-Trichloropyrimidine-5-carbaldehyde

  • CAS No. 50270-27-4

  • Cat. No. CS-M0311
  • Purity≥98%
  • MDL No.MFCD02257700

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

2,4,6-Trichloropyrimidine-5-carbaldehyde|CS-M0311

Structure of 50270-27-4

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General Information

  • CAS No. 50270-27-4
  • Cat. No. CS-M0311
  • Purity ≥98%
  • MDL No. MFCD02257700
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅HCl₃N₂O
  • Molecular Weight 211.43
  • Synonym(s) 5-Pyrimidinecarboxaldehyde, 2,4,6-trichloro-
  • SMILES ClC1=NC(Cl)=NC(Cl)=C1C([H])=O

Description

2,4,6-Trichloropyrimidine-5-carbaldehyde features a highly electrophilic aldehyde group flanked by three chlorine atoms on the pyrimidine ring, enabling selective conjugation in heterocyclic synthesis. This electron-deficient scaffold integrates readily into bioactive molecule frameworks, particularly in medicinal chemistry and agrochemical development.

Application

2,4,6-Trichloropyrimidine-5-carbaldehyde serves as a versatile building block in medicinal and synthetic chemistry, enabling efficient construction of heterocyclic scaffolds. Its aldehyde functionality reacts readily with amines and nucleophiles under mild conditions, while the trichloropyrimidine core offers high reactivity for substitution reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development and library generation.

Synthesis

  • Route1
    • null|null
      68-12-2
    • null|null
      67-52-7
    • ~59%
    • In-stock
      2,4,6-Trichloropyrimidine-5-carbaldehyde|CS-M0311
      50270-27-4

    References

    • Ye, Chengfeng; Gao, Haixiang; Boatz, Jerry A.; Drake, Gregory W.; Twamley, Brendan; Shreeve, Jean'ne M. Angewandte Chemie - International Edition, 2006 , vol. 45, # 43 p. 7262 - 7265
  • Route2
    • null|null
      67-52-7
    • null|null
      68-12-2
    • ~91%
    • In-stock
      2,4,6-Trichloropyrimidine-5-carbaldehyde|CS-M0311
      50270-27-4

    References

    • Borzsonyi, Gabor; Beingessner, Rachel L.; Yamazaki, Takeshi; Cho, Jae-Young; Myles, Andrew J.; Malac, Marek; Egerton, Ray; Kawasaki, Masahiro; Ishizuka, Kazuo; Kovalenko, Andriy; Fenniri, Hicham Journal of the American Chemical Society, 2010 , vol. 132, # 43 p. 15136 - 15139
  • Route3
    • null|null
      67-52-7
    • null|null
      28509-24-2
    • ~%
    • In-stock
      2,4,6-Trichloropyrimidine-5-carbaldehyde|CS-M0311
      50270-27-4

    References

    • Binggeli, Alfred; Maerki, Hans-Peter; Masquelin, Thierry; Mutel, Vincent; Wilhelm, Maurice; Wostl, Wolfgang Patent: US2003/60466 A1, 2003 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   42.85
  • LogP   2.2493
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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