2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

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

CAS No. 90213-66-4
Cat. No. CS-B0455
Purity≥98%
MDL No.MFCD08059278

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine|CS-B0455

Structure of 90213-66-4

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General Information

CAS No. 90213-66-4
Cat. No. CS-B0455
Purity ≥98%
MDL No. MFCD08059278
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Cl₂N₃
Molecular Weight 188.01
Synonym(s) None
SMILES ClC1=C2C(NC=C2)=NC(Cl)=N1

Description

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine is a heterocyclic scaffold featuring two chlorine substituents at electron-deficient positions, enabling efficient coupling in transition-metal-catalyzed reactions. This bench-stable core integrates readily into pharmaceutical and agrochemical architectures, offering enhanced reactivity and selectivity in C–H functionalization processes.

Application

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of purine-based heterocycles. Its dichloro substitution pattern facilitates selective palladium-catalyzed cross-coupling reactions and nucleophilic aromatic substitution, supporting the synthesis of biologically active scaffolds. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic campaigns in drug discovery.

Synthesis

Route1
- 39929-79-8
- ~80%
- In-stock
  
  90213-66-4
References
- Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhang, Guicheng; Zhao, Xin; Cheng, Na; Tu, Zhengchao; Li, Zhiyuan; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Huang, Min; Zhao, Junling; Hu, Wenhui European Journal of Medicinal Chemistry, 2012 , vol. 52, p. 205 - 212
Route2
- In-stock
  
  84955-31-7
- ~44%
- In-stock
  
  90213-66-4
References
- VALEANT RESEARCH and DEVELOPMENT Patent: WO2006/122003 A2, 2006 ; Location in patent: Page/Page column 30-31 ; WO 2006/122003 A2
Route3
- 56473-10-0
- 39929-79-8
- ~%
- In-stock
  
  90213-66-4
References
- US5502187 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

Quality Control

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Computational Chemistry Data

TPSA 41.57
LogP 2.2647
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

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2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

CAS No. 90213-66-4

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