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CS-W001157 4
Total: USD 88.00

3-Bromo-6-chloro-2-methylpyridine

  • CAS No. 132606-40-7

  • Cat. No. CS-W003403
  • Purity≥98%
  • MDL No.MFCD07375117

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

3-Bromo-6-chloro-2-methylpyridine|CS-W003403

Structure of 132606-40-7

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General Information

  • CAS No. 132606-40-7
  • Cat. No. CS-W003403
  • Purity ≥98%
  • MDL No. MFCD07375117
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrClN
  • Molecular Weight 206.47
  • Synonym(s) 5-BROMO-2-CHLORO-6-PICOLINE
  • SMILES CC1=NC(Cl)=CC=C1Br

Description

5-Bromo-2-chloro-6-methylpyridine features a halogenated pyridine core with complementary reactivity at the 5-bromo and 2-chloro positions, enabling selective cross-coupling. The methyl group enhances solubility and electronic modulation, while the bench-stable structure supports reliable use in transition-metal-catalyzed transformations.

Application

5-Bromo-2-chloro-6-methylpyridine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogenation pattern. The bromo group facilitates efficient coupling with boronic acids, while the chloro functionality offers orthogonal reactivity under selective conditions. Its methyl group enhances lipophilicity and provides a handle for further functionalization. Bench-stable and readily purified by distillation or chromatography, it functions reliably in multistep syntheses of pyridine-based pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • ANORMED INC. Patent: WO2007/22371 A2, 2007 ; Location in patent: Page/Page column 49 ; WO 2007/022371 A2
  • Route2

    References

    • Shiao, Min-Jen; Shyu, Li-Ming; Tarng, Kai-Yih; Ma, Ying-Tsun Synthetic Communications, 1990 , vol. 20, # 19 p. 2971 - 2977
  • Route3

    References

    • Chemistry of Heterocyclic Compounds, , vol. 32, # 10 p. 1173 - 1177

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   12.89
  • LogP   2.80592
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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