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CS-W001157 4
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5-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine

  • CAS No. 1365033-62-0

  • Cat. No. CS-0501939
  • Purity≥95%
  • MDL No.None

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

5-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine|CS-0501939

Structure of 1365033-62-0

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General Information

  • CAS No. 1365033-62-0
  • Cat. No. CS-0501939
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrN₂
  • Molecular Weight 227.10
  • Synonym(s) None
  • SMILES CC1(C)CNC2=NC=C(Br)C=C12

Description

5-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine features a sterically hindered dimethyl substitution at the 3-position, enhancing stability and modulating reactivity. The bromine at the 5-position enables facile cross-coupling transformations, while the dihydro-pyrrolopyridine core provides a rigid, electron-deficient scaffold ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials science applications.

Application

5-Bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block in medicinal chemistry, enabling late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its bromine handle facilitates efficient C–C and C–heteroatom bond formation, while the sterically protected dimethyl substituent enhances stability and simplifies purification. The dihydro-pyrrolopyridine core provides a rigid scaffold suitable for targeted drug discovery campaigns.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   24.92
  • LogP   2.5472
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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