6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

Name: 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 784150-41-0
Cat. No. CS-B1566
Purity≥95%
MDL No.MFCD08276174

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine|CS-B1566

Structure of 784150-41-0

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General Information

CAS No. 784150-41-0
Cat. No. CS-B1566
Purity ≥95%
MDL No. MFCD08276174
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClN₃
Molecular Weight 232.47
Synonym(s) 6-Bromo-4-chloro-1H-pyrrolo[2,3-d]pyrimidine
SMILES ClC1=C2C(NC(Br)=C2)=NC=N1

Description

6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine is a heterocyclic building block featuring dual halogen substituents at electron-rich positions, enabling direct cross-coupling and functionalization. This bench-stable scaffold integrates readily into kinase inhibitors and nucleoside analogs, offering high reactivity under palladium-catalyzed conditions.

Application

6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block for the synthesis of purine-derived scaffolds. Its orthogonal halogenation enables sequential cross-coupling reactions under palladium catalysis, facilitating the construction of complex heterocycles. The molecule exhibits excellent bench stability and is compatible with diverse functional groups, simplifying purification and enabling efficient access to biologically relevant frameworks in medicinal chemistry.

Synthesis

Route1
- In-stock
  
  784150-40-9
- ~81%
- In-stock
  
  784150-41-0
References
- Sunesis Pharmaceuticals, Inc Patent: US2009/5359 A1, 2009 ; Location in patent: Page/Page column 27 ; US 20090005359 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 41.57
LogP 2.3738
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine

CAS No. 784150-41-0

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