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CS-W001157 4
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Methyl 2-(bromomethyl)nicotinate

  • CAS No. 116986-08-4

  • Cat. No. CS-W022792
  • Purity≥95%
  • MDL No.MFCD17214947

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

Methyl 2-(bromomethyl)nicotinate|CS-W022792

Structure of 116986-08-4

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General Information

  • CAS No. 116986-08-4
  • Cat. No. CS-W022792
  • Purity ≥95%
  • MDL No. MFCD17214947
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrNO₂
  • Molecular Weight 230.06
  • Synonym(s) None
  • SMILES O=C(OC)C1=C(CBr)N=CC=C1

Description

Methyl 2-(bromomethyl)nicotinate is a brominated pyridine derivative featuring a reactive bromomethyl group at the 2-position. This electrophilic handle enables facile functionalization in cross-coupling and nucleophilic substitution reactions. The ester moiety enhances solubility and compatibility with synthetic workflows, while the molecule exhibits bench-stable handling under standard conditions.

Application

Methyl 2-(bromomethyl)nicotinate serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The bromomethyl group enables efficient nucleophilic substitution reactions, facilitating C–C and C–heteroatom bond formation under mild conditions. Its stability under standard bench handling and compatibility with diverse functional groups make it well-suited for iterative synthetic strategies in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; DE LOMBAERT, Stephane; LIU, Weimin; LO, Ho Yin; NEMOTO, Peter Allen Patent: WO2012/61169 A1, 2012 ; Location in patent: Page/Page column 49 ; WO 2012/061169 A1

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

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