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Methyl 5-bromo-2-methylnicotinate

  • CAS No. 1215916-40-7

  • Cat. No. CS-0081034
  • Purity≥97%
  • MDL No.MFCD13705366

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

Methyl 5-bromo-2-methylnicotinate|CS-0081034

Structure of 1215916-40-7

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General Information

  • CAS No. 1215916-40-7
  • Cat. No. CS-0081034
  • Purity ≥97%
  • MDL No. MFCD13705366
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BrNO₂
  • Molecular Weight 230.06
  • Synonym(s) methyl 5-bromo-2-methylpyridine-3-carboxylate
  • SMILES BrC1=CN=C(C)C(C(OC)=O)=C1

Description

Methyl 5-bromo-2-methylnicotinate is a bench-stable, electron-deficient pyridine derivative featuring a bromine substituent at the C5 position and a methyl group at C2. This structural motif enables direct functionalization in cross-coupling reactions, facilitating rapid access to substituted heterocycles. The ester functionality enhances solubility in organic solvents and supports downstream derivatization.

Application

Methyl 5-bromo-2-methylnicotinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromine reactivity. The methyl ester group provides compatibility with standard hydrolysis and derivatization protocols, while the 2-methyl substituent enhances regiochemical control in electrophilic substitution. Its bench-stable nature and ease of purification make it suitable for iterative synthetic sequences in medicinal chemistry and process development.

Safety Information

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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   1.93912
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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