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CS-W001157 4
Total: USD 88.00

3-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine

  • CAS No. 281192-91-4

  • Cat. No. CS-0039092
  • Purity≥97%
  • MDL No.None

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

3-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine|CS-0039092

Structure of 281192-91-4

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General Information

  • CAS No. 281192-91-4
  • Cat. No. CS-0039092
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂
  • Molecular Weight 211.06
  • Synonym(s) 3-BroMo-1-Methylpyrrolo[2,3-b]pyridine
  • SMILES CN1C=C(C2=C1N=CC=C2)Br

Description

3-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine is a heteroaromatic building block featuring a brominated pyrrolopyridine core with a methyl substituent at the nitrogen. This electron-deficient scaffold enables direct coupling in cross-coupling reactions, facilitating rapid access to complex nitrogen-containing architectures under standard conditions.

Application

3-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block for C–H functionalization and cross-coupling reactions, enabling efficient access to substituted pyrrolopyridine scaffolds. The bromine at the 3-position facilitates palladium-catalyzed coupling with arylboranes, alkenylzinc reagents, and amines, while the N-methyl group enhances solubility and stability. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry campaigns and process development.

Synthesis

  • Route1

    References

    • Tatsugi, Jiro; Zhiwei, Tong; Amano, Tomohiro; Izawa, Yasuji Heterocycles, 2000 , vol. 53, # 5 p. 1145 - 1150
  • Route2

    References

    • Fairley, Gary; Hall, Catherine; Greenwood, Ryan Synlett, 2013 , vol. 24, # 5 art. no. ST-2013-D0004-L, p. 570 - 574
  • Route3

    References

    • Tatsugi, Jiro; Zhiwei, Tong; Amano, Tomohiro; Izawa, Yasuji Heterocycles, 2000 , vol. 53, # 5 p. 1145 - 1150

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.82
  • LogP   2.3358
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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