3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

Name: 3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one
Brand: ChemScene
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CAS No. 54906-42-2
Cat. No. CS-0155551
Purity≥98%
MDL No.MFCD09832035

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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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3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one|CS-0155551

Structure of 54906-42-2

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General Information

CAS No. 54906-42-2
Cat. No. CS-0155551
Purity ≥98%
MDL No. MFCD09832035
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈N₂O
Molecular Weight 136.15
Synonym(s) 3,4-DIHYDRO-2H-PYRROLO[1,2-A]PYRAZIN-1-ONE
SMILES C1=CN2CCNC(=O)C2=C1

Description

3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one is a heterocyclic scaffold featuring a fused pyrrole-pyrazine core with a reducible lactam moiety. This structure integrates a polar, electron-deficient nitrogen-rich framework that enables robust conjugation and metal coordination. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating its use in medicinal chemistry and materials synthesis.

Application

3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to nitrogen-rich scaffolds. Its fused bicyclic structure offers enhanced metabolic stability and favorable binding interactions in target-directed synthesis. The compound functions as a key intermediate in the construction of pyrrolotetrazine and related bioactive frameworks, demonstrating robust bench stability and compatibility with standard coupling and functionalization protocols.

Synthesis

Route1
- 123257-07-8
- ~69%
- 54906-42-2
References
- Brimble, Margaret A.; Brimble, Mark T.; Hodges, Richard; Lane, Geoffrey A. Australian Journal of Chemistry, 1988 , vol. 41, # 10 p. 1583 - 1590
Route2
- In-stock
  
  1193-62-0
- ~%
- 54906-42-2
References
- Brimble, Margaret A.; Brimble, Mark T.; Hodges, Richard; Lane, Geoffrey A. Australian Journal of Chemistry, 1988 , vol. 41, # 10 p. 1583 - 1590

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 34.03
LogP 0.2315
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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3,4-Dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

CAS No. 54906-42-2

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