4-Chloro-6-ethoxy-2-pyrimidinamine

Name: 4-Chloro-6-ethoxy-2-pyrimidinamine
Brand: ChemScene
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CAS No. 89784-02-1
Cat. No. CS-0312809
Molecule weight173.60
Purity≥95%
MDL No.None

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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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4-Chloro-6-ethoxy-2-pyrimidinamine|CS-0312809

Structure of 89784-02-1

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General Information

CAS No. 89784-02-1
Cat. No. CS-0312809
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈ClN₃O
Molecular Weight 173.60
Synonym(s) 4-Chloro-6-ethoxypyrimidin-2-amine
SMILES NC1=NC(OCC)=CC(Cl)=N1

Description

4-Chloro-6-ethoxy-2-pyrimidinamine serves as a key heterocyclic scaffold in medicinal chemistry, featuring a chlorine atom at C4 and an ethoxy group at C6. This electron-deficient pyrimidine core enables efficient coupling reactions and facilitates incorporation into bioactive molecules, particularly in kinase inhibitor design and antiviral agents. The compound exhibits bench-stable handling under standard conditions.

Application

4-Chloro-6-ethoxy-2-pyrimidinamine serves as a versatile building block in medicinal chemistry, enabling the construction of pyrimidine-based scaffolds via nucleophilic substitution and palladium-catalyzed coupling reactions. Its chlorine and amine functionalities offer orthogonal reactivity for sequential derivatization, while the ethoxy group enhances solubility and modulates electronic properties. Bench-stable and readily purified by chromatography, it facilitates efficient synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

Route1
- 56-05-3
- 64-17-5
- ~%
- In-stock
  
  89784-02-1
References
- Nippon Kagaku Zasshi, , vol. 74, p. 624 Chem.Abstr., , p. 13693
Route2
- 56-05-3
- 64-17-5
- 141-52-6
- ~%
- In-stock
  
  89784-02-1
References
- Journal of the Chemical Society, , p. 81,84

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 61.03
LogP 1.1109
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ether

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4-Chloro-6-ethoxy-2-pyrimidinamine

CAS No. 89784-02-1

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