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CS-W001157 4
Total: USD 88.00

2-Bromo-N-methoxy-N-methylisonicotinamide

  • CAS No. 656257-69-1

  • Cat. No. CS-0151365
  • Purity≥98%
  • MDL No.MFCD11847738

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

2-Bromo-N-methoxy-N-methylisonicotinamide|CS-0151365

Structure of 656257-69-1

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General Information

  • CAS No. 656257-69-1
  • Cat. No. CS-0151365
  • Purity ≥98%
  • MDL No. MFCD11847738
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrN₂O₂
  • Molecular Weight 245.07
  • Synonym(s) 2-BROMO-N-METHOXY-N-METHYLPYRIDINE-4-CARBOXAMIDE
  • SMILES CN(C(=O)C1=CC(=NC=C1)Br)OC

Description

2-Bromo-N-methoxy-N-methylisonicotinamide delivers a reactive bromo group positioned ortho to a tunable amide handle, enabling selective coupling in late-stage functionalization. The N-methoxy and N-methyl substituents enhance solubility and stabilize the amide against hydrolysis under standard conditions. This combination facilitates efficient incorporation into complex molecular architectures.

Application

2-Bromo-N-methoxy-N-methylisonicotinamide serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates C–C and C–heteroatom bond formation under standard conditions, while the N-methoxy-N-methyl amide moiety provides stability and favorable solubility. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing bioactive heterocyclic scaffolds in API 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   42.43
  • LogP   1.4775
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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