6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one

Name: 6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one
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CAS No. 1190862-33-9
Cat. No. CS-0050286
Purity≥98%
MDL No.MFCD23097462

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6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one|CS-0050286

Structure of 1190862-33-9

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General Information

CAS No. 1190862-33-9
Cat. No. CS-0050286
Purity ≥98%
MDL No. MFCD23097462
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrN₂O
Molecular Weight 241.08
Synonym(s) 6-bromo-3,3-dimethyl-1H-pyrrolo[3,2-b]pyridin-2(3H)-one
SMILES CC1(C)C(=O)NC2=CC(Br)=CN=C12

Description

6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one features a sterically hindered pyrrolopyridinone core with a bromine substituent at the 6-position, enabling direct functionalization in cross-coupling reactions. This bench-stable heterocycle integrates readily into complex molecular architectures, particularly in medicinal chemistry and materials science applications.

Application

6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one serves as a versatile building block for constructing nitrogen-containing heterocycles in medicinal chemistry and materials science. The bromo group enables palladium-catalyzed cross-coupling reactions, while the pyrrolo[3,2-b]pyridin-2-one core offers structural rigidity and favorable electronic properties. Bench-stable and readily purified by chromatography, it functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings, facilitating the synthesis of complex scaffolds with high functional group tolerance.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 41.99
LogP 2.0738
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Key Words

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6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-2-one

CAS No. 1190862-33-9

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