2,4-Dichloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

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

CAS No. 1192711-71-9
Cat. No. CS-W018791
Purity≥97%
MDL No.MFCD13193622

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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+
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2,4-Dichloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W018791

Structure of 1192711-71-9

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General Information

CAS No. 1192711-71-9
Cat. No. CS-W018791
Purity ≥97%
MDL No. MFCD13193622
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅Cl₂N₃
Molecular Weight 202.04
Synonym(s) None
SMILES ClC1=NC2=C(C(=N1)Cl)C=C([NH]2)C

Description

This pyrrolo[2,3-d]pyrimidine scaffold features a methyl group at C6 and chlorine atoms at C2 and C4, delivering enhanced electron-withdrawing character and improved metabolic stability. The fused heterocyclic system enables direct incorporation into kinase inhibitors and nucleoside analogs, serving as a key building block in medicinal chemistry campaigns targeting purine-binding sites.

Application

2,4-Dichloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block for purine-based scaffolds in medicinal chemistry. The dichloro substitution enables regioselective palladium-catalyzed cross-coupling reactions, while the methyl group enhances metabolic stability. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for modular synthesis of kinase inhibitors and antiviral agents.

Synthesis

Route1
- In-stock
  
  89792-20-1
- ~19%
- In-stock
  
  1192711-71-9
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

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 2.57312
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2,4-Dichloro-6-methyl-7H-pyrrolo[2,3-d]pyrimidine

CAS No. 1192711-71-9

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