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CS-W001157 4
Total: USD 88.00

4-Bromo-2-methylpyridine

  • CAS No. 22282-99-1

  • Cat. No. CS-W007447
  • Purity≥98%
  • MDL No.MFCD03788196

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

4-Bromo-2-methylpyridine|CS-W007447

Structure of 22282-99-1

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General Information

  • CAS No. 22282-99-1
  • Cat. No. CS-W007447
  • Purity ≥98%
  • MDL No. MFCD03788196
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrN
  • Molecular Weight 172.02
  • Synonym(s) 4-Bromo-2-picoline
  • SMILES C1=C(Br)C=CN=C1C

Description

Azido-PEG3-S-PEG4-propargyl is a crosslinker containing a propargyl group and an azide group. The propargyl group can react with azide-bearing compounds or biomolecules via copper catalyzed azide-alkyne Click Chemistry to yield stable triazole linkages. The azide group enables PEGylation via Click Chemistry. The hydrophilic PEG spacer increases solubility in aqueous media.

Application

4-Bromo-2-methylpyridine serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. Its bromine substituent enables reliable Suzuki, Stille, and Negishi couplings, while the ortho-methyl group enhances electronic modulation and metabolic stability. The compound exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in Pd-catalyzed transformations under standard conditions.

Synthesis

  • Route1

    References

    • CURIS, INC. Patent: WO2008/57497 A2, 2008 ; Location in patent: Page/Page column 292 ;
  • Route2
    • null|null
      676-58-4
    • In-stock
      4-Bromopyridine hydrochloride|CS-M3060
      19524-06-2
    • ~54%
    • In-stock
      4-Bromo-2-methylpyridine|CS-W007447
      22282-99-1

    References

    • Malamas, Michael S.; Barnes, Keith; Johnson, Matthew; Hui, Yu; Zhou, Ping; Turner, Jim; Hu, Yun; Wagner, Erik; Fan, Kristi; Chopra, Rajiv; Olland, Andrea; Bard, Jonathan; Pangalos, Menelas; Reinhart, Peter; Robichaud, Albert J. Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 2 p. 630 - 639
  • Route3
    • null|null
      75-16-1
    • In-stock
      4-Bromopyridine hydrochloride|CS-M3060
      19524-06-2
    • ~%
    • In-stock
      4-Bromo-2-methylpyridine|CS-W007447
      22282-99-1

    References

    • US6642237 B1, ; Page/Page column 165-166 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H302-H315-H318-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.15252
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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