2-Aminopyrimidine-4-carbonitrile

Name: 2-Aminopyrimidine-4-carbonitrile
Brand: ChemScene
Availability: InStock
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CAS No. 36314-98-4
Cat. No. CS-W019700
Purity≥95%
MDL No.MFCD09834971

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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-Aminopyrimidine-4-carbonitrile|CS-W019700

Structure of 36314-98-4

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General Information

CAS No. 36314-98-4
Cat. No. CS-W019700
Purity ≥95%
MDL No. MFCD09834971
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄N₄
Molecular Weight 120.11
Synonym(s) 2-Amino-4-pyrimidinecarbonitrile
SMILES N#CC1=NC(N)=NC=C1

Description

2-Aminopyrimidine-4-carbonitrile features a dual functional group architecture with a nucleophilic amine and an electron-deficient nitrile, enabling selective coupling reactions. This scaffold integrates readily into heterocyclic frameworks, offering high reactivity under mild conditions. The molecule exhibits bench-stable handling characteristics and compatibility with diverse synthetic transformations in medicinal chemistry and materials science applications.

Application

2-Aminopyrimidine-4-carbonitrile serves as a versatile building block in medicinal chemistry, enabling rapid access to pyrimidine-based scaffolds through nucleophilic substitution and coupling reactions. Its dual functionality—amine and nitrile groups—facilitates diverse transformations, including amidation, cyclization, and transition-metal-catalyzed cross-couplings. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

Route1
- 557-21-1
- In-stock
  
  3993-78-0
- ~%
- In-stock
  
  36314-98-4
References
- WO2012/40137 A1, ; Page/Page column 98-99 ; WO 2012/040137 A1
Route2
- 64376-15-4
- ~23%
- In-stock
  
  36314-98-4
References
- Heterocycles, , vol. 71, # 5 p. 1107 - 1115

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 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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2-Aminopyrimidine-4-carbonitrile

CAS No. 36314-98-4

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