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Methyl 5-bromo-6-chloro-2-methylnicotinate

  • CAS No. 1256788-63-2

  • Cat. No. CS-0568355
  • Purity≥95%
  • MDL No.MFCD18258694

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

Methyl 5-bromo-6-chloro-2-methylnicotinate|CS-0568355

Structure of 1256788-63-2

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General Information

  • CAS No. 1256788-63-2
  • Cat. No. CS-0568355
  • Purity ≥95%
  • MDL No. MFCD18258694
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrClNO₂
  • Molecular Weight None
  • Synonym(s) 3-Pyridinecarboxylic acid, 5-broMo-6-chloro-2-Methyl-, Methyl ester
  • SMILES O=C(C1=CC(Br)=C(Cl)N=C1C)OC

Description

Methyl 5-bromo-6-chloro-2-methylnicotinate features a densely functionalized pyridine core with orthogonal halogen handles at C5 (bromo) and C6 (chloro), enabling selective cross-coupling. The methyl group at C2 enhances solubility and modulates electronic properties, while the ester moiety provides a handle for downstream transformations. This compound serves as a key building block in synthetic routes to bioactive heterocycles and pharmaceutical intermediates.

Application

Methyl 5-bromo-6-chloro-2-methylnicotinate serves as a versatile building block in heterocyclic synthesis, enabling regioselective functionalization at the C5 and C6 positions. The bromo and chloro substituents facilitate palladium-catalyzed cross-coupling reactions, while the methyl ester group supports further transformations such as hydrolysis or reduction. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Safety Information

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   2.59252
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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