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CS-W001157 4
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Methyl 5-bromo-6-methylpicolinate

  • CAS No. 1215860-20-0

  • Cat. No. CS-0152811
  • Purity≥98%
  • MDL No.MFCD09753045

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

Methyl 5-bromo-6-methylpicolinate|CS-0152811

Structure of 1215860-20-0

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General Information

  • CAS No. 1215860-20-0
  • Cat. No. CS-0152811
  • Purity ≥98%
  • MDL No. MFCD09753045
  • 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-6-methylpyridine-2-carboxylate
  • SMILES CC1=NC(=CC=C1Br)C(=O)OC

Description

Methyl 5-bromo-6-methylpicolinate features a brominated pyridine core with a methyl group at the 6-position and a methyl ester at C5, delivering enhanced reactivity in cross-coupling transformations. The electron-deficient ring facilitates palladium-catalyzed reactions, while the steric profile of the 6-methyl substituent improves regioselectivity. This compound serves as a key building block for functionalized heterocycles in medicinal chemistry and agrochemical synthesis.

Application

Methyl 5-bromo-6-methylpicolinate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the methyl group enhances metabolic stability and modulates electronic properties. The ester functionality facilitates further derivatization, including hydrolysis to the carboxylic acid or reduction to the alcohol. This compound exhibits excellent bench stability and compatibility with standard synthetic protocols, making it ideal for constructing complex scaffolds in API development and combinatorial libraries.

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-P330-P362+P364-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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