5-Aminopyrimidine-2-carbonitrile

Name: 5-Aminopyrimidine-2-carbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 56621-93-3
Cat. No. CS-0044715
Purity≥98%
MDL No.MFCD08234877

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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+
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5-Aminopyrimidine-2-carbonitrile|CS-0044715

Structure of 56621-93-3

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General Information

CAS No. 56621-93-3
Cat. No. CS-0044715
Purity ≥98%
MDL No. MFCD08234877
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄N₄
Molecular Weight 120.11
Synonym(s) 5-AMino-2-pyriMidinecarbonitrile
SMILES N#CC1=NC=C(N)C=N1

Description

5-Aminopyrimidine-2-carbonitrile features a dual functional group architecture: an electron-rich amino group at the 5-position paired with a strongly electron-withdrawing nitrile at the 2-position. This arrangement enables robust participation in nucleophilic substitution reactions and facilitates integration into heterocyclic scaffolds for medicinal chemistry applications. The compound exhibits excellent bench stability and solubility in common organic solvents, supporting straightforward handling in synthetic workflows.

Application

5-Aminopyrimidine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of pyrimidine-based scaffolds through standard coupling and functionalization reactions. Its dual functionality—amine and nitrile groups—supports diverse transformations including amidation, cyclization, and metal-catalyzed cross-coupling. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- 1338209-87-2
- ~81%
- In-stock
  
  56621-93-3
References
- Prakash, Anjanappa; Dibakar, Mullick; Selvakumar, Kumaravel; Ruckmani, Kandasamy; Sivakumar, Manickam Tetrahedron Letters, 2011 , vol. 52, # 43 p. 5625 - 5628
Route2
- In-stock
  
  38275-56-8
- ~%
- In-stock
  
  56621-93-3
References
- Tetrahedron Letters, , vol. 52, # 43 p. 5625 - 5628

Safety Information

Download SDS

GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

TPSA 75.59
LogP -0.06952
H_Acceptors 4
H_Donors 1
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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5-Aminopyrimidine-2-carbonitrile

CAS No. 56621-93-3

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