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CS-W001157 4
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6-Bromomethylnicotinic acid methyl ester

  • CAS No. 131803-48-0

  • Cat. No. CS-0012617
  • Purity≥95%
  • MDL No.MFCD10566280

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

6-Bromomethylnicotinic acid methyl ester|CS-0012617

Structure of 131803-48-0

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General Information

  • CAS No. 131803-48-0
  • Cat. No. CS-0012617
  • Purity ≥95%
  • MDL No. MFCD10566280
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrNO₂
  • Molecular Weight 230.06
  • Synonym(s) Methyl 6-(bromomethyl)nicotinate
  • SMILES BrCC1=NC=C(C(OC)=O)C=C1

Description

6-Bromomethylnicotinic acid methyl ester features a bromomethyl group at the pyridine ring's 6-position, enabling direct functionalization in cross-coupling reactions. The methyl ester moiety enhances solubility and reactivity under standard conditions. This compound serves as a key building block for bioactive heterocycles and pharmaceutical intermediates.

Application

6-Bromomethylnicotinic acid methyl ester serves as a versatile building block for the synthesis of functionalized heterocycles and bioactive molecules. The bromomethyl group enables efficient Suzuki, Stille, or nucleophilic substitution reactions, while the ester functionality supports further transformations such as hydrolysis or reduction. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Organic and Biomolecular Chemistry, , vol. 7, # 24 p. 5074 - 5077
  • Route2

    References

    • US2004/9998 A1, ; Page/Page column 41 ;
  • Route3
    • In-stock
      Methyl 6-methylnicotinate|CS-M0627
      5470-70-2
    • ~%
    • In-stock
      6-Bromomethylnicotinic acid methyl ester|CS-0012617
      131803-48-0
    • null|null
      1001200-43-6

    References

    • Journal of the American Chemical Society, , vol. 115, # 7 p. 2677 - 2689

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   1.7631
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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