5-Chloro-3-methoxypyrazin-2-amine

Name: 5-Chloro-3-methoxypyrazin-2-amine
Brand: ChemScene
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CAS No. 874-31-7
Cat. No. CS-0094450
Purity≥97%
MDL No.MFCD11520878

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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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5-Chloro-3-methoxypyrazin-2-amine|CS-0094450

Structure of 874-31-7

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General Information

CAS No. 874-31-7
Cat. No. CS-0094450
Purity ≥97%
MDL No. MFCD11520878
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆ClN₃O
Molecular Weight 159.57
Synonym(s) 2-Amino-5-chloro-3-methoxypyrazine
SMILES NC1=NC=C(Cl)N=C1OC

Description

5-Chloro-3-methoxypyrazin-2-amine features a chlorinated pyrazine core with a methoxy group at C3 and an amine at C2, delivering a robust scaffold for medicinal chemistry. This electron-deficient heterocycle integrates readily into bioactive molecules, offering enhanced metabolic stability and favorable solubility profiles under standard conditions.

Application

5-Chloro-3-methoxypyrazin-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyrazine-based scaffolds. Its orthogonal functional groups—chloro at C5 and methoxy at C3—facilitate diverse cross-coupling reactions and nucleophilic substitutions under standard conditions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it ideal for modular synthesis of bioactive molecules and API intermediates.

Synthesis

Route1
- 124-41-4
- In-stock
  
  76537-18-3
- ~92%
- In-stock
  
  874-31-7
References
- Bradbury, Robert H.; Bath, Colin; Butlin, Roger J.; Dennis, Michael; Heys, Christine; Hunt, Sarah J.; James, Roger; Mortlock, Andrew A.; Sumner, Neil F.; Tang, Eric K.; Telford, Berwick; Whiting, Elaine; Wilson, Campbell Journal of Medicinal Chemistry, 1997 , vol. 40, # 6 p. 996 - 1004

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 0.7208
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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5-Chloro-3-methoxypyrazin-2-amine

CAS No. 874-31-7

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