5-Chloropyrazine-2-carbaldehyde

Name: 5-Chloropyrazine-2-carbaldehyde
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CAS No. 88625-24-5
Cat. No. CS-W007096
Purity≥95%
MDL No.MFCD10697774

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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5-Chloropyrazine-2-carbaldehyde|CS-W007096

Structure of 88625-24-5

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General Information

CAS No. 88625-24-5
Cat. No. CS-W007096
Purity ≥95%
MDL No. MFCD10697774
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃ClN₂O
Molecular Weight 142.54
Synonym(s) 5-Chloro-2-pyrazinecarbaldehyde
SMILES ClC1=NC=C(C=O)N=C1

Description

5-Chloropyrazine-2-carbaldehyde is a heteroaromatic aldehyde featuring a chlorine substituent at the 5-position and a formyl group at the 2-position of the pyrazine ring. This electron-deficient scaffold serves as a key building block in medicinal chemistry, enabling direct coupling reactions via its reactive carbonyl functionality. The molecule exhibits enhanced stability under standard bench conditions and integrates efficiently into diverse synthetic sequences, including transition-metal-catalyzed cross-couplings and nucleophilic additions.

Application

5-Chloropyrazine-2-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via nucleophilic addition and transition-metal-catalyzed coupling reactions. Its electrophilic aldehyde group exhibits compatibility with diverse functional groups, while the chloro substituent supports further derivatization through palladium-catalyzed cross-coupling. The compound demonstrates bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

Route1
- In-stock
  
  33332-25-1
- ~%
- In-stock
  
  88625-24-5
References
- MITSUBISHI TANABE PHARMA CORPORATION; SAKURAI, Osamu; SARUTA, Kunio; HAYASHI, Norimitsu; GOI, Takashi; MOROKUMA, Kenji; TSUJISHIMA, Hidekazu; SAWAMOTO, Hiroaki; SHITAMA, Hiroaki; IMASHIRO, Ritsuo Patent: WO2012/81736 A1, 2012 ; Location in patent: Page/Page column 91-92 ; WO 2012/081736 A1

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 42.85
LogP 0.9425
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazine compounds

Key Words

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5-Chloropyrazine-2-carbaldehyde

CAS No. 88625-24-5

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