N2,N2-Dimethylpyrimidine-2,5-diamine

Name: N2,N2-Dimethylpyrimidine-2,5-diamine
Brand: ChemScene
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CAS No. 56621-99-9
Cat. No. CS-0151305
Purity≥95%
MDL No.MFCD11656641

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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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N2,N2-Dimethylpyrimidine-2,5-diamine|CS-0151305

Structure of 56621-99-9

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General Information

CAS No. 56621-99-9
Cat. No. CS-0151305
Purity ≥95%
MDL No. MFCD11656641
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₀N₄
Molecular Weight 138.17
Synonym(s) N,N-dimethyl-pyrimidine-2,5-diamine
SMILES CN(C)C1=NC=C(C=N1)N

Description

N2,N2-Dimethylpyrimidine-2,5-diamine features a pyrimidine core with methylated amine groups at the 2 and 5 positions, delivering enhanced solubility and stability in polar solvents. This electron-rich diamine integrates readily into heterocyclic scaffolds and serves as a key intermediate in the synthesis of functionalized pharmaceuticals and ligands for transition metal catalysis.

Application

N₂,N₂-Dimethylpyrimidine-2,5-diamine serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized pyrimidine scaffolds through standard coupling and cyclization protocols. Its dimethylated amine groups enhance solubility and stability, facilitating straightforward purification and compatibility with diverse reaction conditions. This compound functions effectively in transition-metal-catalyzed cross-coupling reactions and serves as a key intermediate in the development of heterocyclic libraries for medicinal chemistry applications.

Synthesis

Route1
- 1083329-56-9
- ~78%
- In-stock
  
  56621-99-9
References
- Nara, Susheel J.; Jha, Mukund; Brinkhorst, Johan; Zemanek, Tony J.; Pratt, Derek A. Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9326 - 9333
Route2
- In-stock
  
  38696-21-8
- ~%
- In-stock
  
  56621-99-9
References
- Hanthorn, Jason J.; Valgimigli, Luca; Pratt, Derek A. Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 6908 - 6916

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.04
LogP 0.1248
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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N2,N2-Dimethylpyrimidine-2,5-diamine

CAS No. 56621-99-9

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