5-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

Name: 5-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 183208-34-6
Cat. No. CS-B0502
Purity≥95%
MDL No.MFCD07367221

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5-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one|CS-B0502

Structure of 183208-34-6

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Description

5-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one features a fused heterocyclic core with a bromo substituent at the 5-position, enabling direct functionalization in cross-coupling reactions. The lactam moiety imparts stability and polarity, facilitating solubility in common organic solvents. This scaffold serves as a key building block for medicinal chemistry applications, particularly in kinase inhibitor development and macrocyclic peptide synthesis.

Application

5-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine handle. The pyrrolopyridinone core exhibits favorable functional group tolerance and bench stability, facilitating downstream modifications in medicinal chemistry and process development workflows.

General Information

CAS No. 183208-34-6
Cat. No. CS-B0502
Purity ≥95%
MDL No. MFCD07367221
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) 5-Bromo-7-Aza-Indolin-2(3h)-One
SMILES O=C(C1)NC(C1=C2)=NC=C2Br

Computational Chemistry Data

TPSA 41.99
LogP 1.3387
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Safety Information

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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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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5-Bromo-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

CAS No. 183208-34-6

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