2,4-Dichloro-5-pyrimidinecarbonitrile

Name: 2,4-Dichloro-5-pyrimidinecarbonitrile
Brand: ChemScene
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CAS No. 3177-24-0
Cat. No. CS-W009070
Purity≥98%
MDL No.MFCD09746248

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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-5-pyrimidinecarbonitrile|CS-W009070

Structure of 3177-24-0

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General Information

CAS No. 3177-24-0
Cat. No. CS-W009070
Purity ≥98%
MDL No. MFCD09746248
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅HCl₂N₃
Molecular Weight 173.99
Synonym(s) 5-Pyrimidinecarbonitrile, 2,4-dichloro-
SMILES N#CC1=CN=C(Cl)N=C1Cl

Description

2,4-Dichloro-5-pyrimidinecarbonitrile features a highly electron-deficient pyrimidine core bearing two chlorine substituents and a nitrile group, enabling efficient coupling in cross-coupling reactions. This bench-stable reagent integrates readily into heterocyclic synthesis workflows, offering predictable reactivity for advanced molecular architectures.

Application

2,4-Dichloro-5-pyrimidinecarbonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via nucleophilic substitution. Its dual chloro groups facilitate sequential functionalization under mild conditions, while the nitrile moiety offers compatibility with standard coupling and reduction protocols. Bench-stable and readily purified by recrystallization, it functions reliably in multistep syntheses requiring high regioselectivity and functional group tolerance.

Synthesis

Route1
- In-stock
  
  4425-56-3
- ~63%
- In-stock
  
  3177-24-0
References
- Coteron, Jose M.; Catterick, David; Castro, Julia; Chaparro, Maria J.; Diaz, Beatriz; Fernandez, Esther; Ferrer, Santiago; Gamo, Francisco J.; Gordo, Mariola; Gut, Jiri; De Las Heras, Laura; Legac, Jennifer; Marco, Maria; Miguel, Juan; Munoz, Vicente; Porras, Esther; De La Rosa, Juan C.; Ruiz, Jose R.; Sandoval, Elena; Ventosa, Pilar; Rosenthal, Philip J.; Fiandor, Jose M. Journal of Medicinal Chemistry, 2010 , vol. 53, # 16 p. 6129 - 6152

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 49.57
LogP 1.65508
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2,4-Dichloro-5-pyrimidinecarbonitrile

CAS No. 3177-24-0

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