4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine

Name: 4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 942920-50-5
Cat. No. CS-0002349
Purity≥95%
MDL No.MFCD09880158

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine|CS-0002349

Structure of 942920-50-5

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General Information

CAS No. 942920-50-5
Cat. No. CS-0002349
Purity ≥95%
MDL No. MFCD09880158
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) 1H-Pyrrolo[2,3-b]pyridine, 4-bromo-6-chloro-
SMILES BrC1=C2C(NC=C2)=NC(Cl)=C1

Description

4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine is a heterocyclic building block featuring dual halogen substituents at electron-rich positions, enabling efficient cross-coupling reactions. This bench-stable scaffold integrates readily into pharmaceutical intermediates and functional materials, offering high reactivity in Pd-catalyzed transformations.

Application

4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block for the synthesis of pharmaceutical intermediates and agrochemical scaffolds. Its dual halogen functionality enables selective cross-coupling reactions, including Suzuki-Miyaura and Stille couplings, with high chemoselectivity. The compound exhibits excellent bench stability and facilitates efficient functionalization in late-stage diversification, making it well-suited for medicinal chemistry campaigns requiring modular scaffold elaboration.

Synthesis

Route1
- 640735-27-9
- ~90%
- In-stock
  
  942920-50-5
References
- DHANAK, Dashyant; Newlander, Kenneth Allen Patent: US2007/149561 A1, 2007 ; Location in patent: Page/Page column 90-91 ; US 20070149561 A1
Route2
- In-stock
  
  348640-06-2
- ~%
- In-stock
  
  942920-50-5
References
- WO2012/170752 A1, ; WO 2012/170752 A1

Safety Information

Download SDS

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 28.68
LogP 2.9788
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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4-Bromo-6-chloro-1H-pyrrolo[2,3-b]pyridine

CAS No. 942920-50-5

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