1-(5-Bromo-3-methoxypyridin-2-yl)ethan-1-one

CAS No. 1211521-17-3
Cat. No. CS-0144057
Molecule weight230.06
Purity≥95%
MDL No.MFCD18261722

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1-(5-Bromo-3-methoxypyridin-2-yl)ethan-1-one|CS-0144057

Structure of 1211521-17-3

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General Information

CAS No. 1211521-17-3
Cat. No. CS-0144057
Purity ≥95%
MDL No. MFCD18261722
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) 1-(5-Bromo-3-methoxypyridin-2-yl)ethanone
SMILES O=C(C)C1=NC=C(C=C1OC)Br

Description

1-(5-Bromo-3-methoxypyridin-2-yl)ethan-1-one features a brominated pyridine core with a methoxy substituent at C3 and a ketone at C2, enabling direct incorporation into cross-coupling reactions. The electron-deficient aryl bromide facilitates palladium-catalyzed transformations, while the acetyl group provides a handle for further functionalization. This compound serves as a key intermediate in medicinal chemistry and materials synthesis.

Application

1-(5-Bromo-3-methoxypyridin-2-yl)ethan-1-one serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the acetyl functionality provides a handle for further derivatization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for modular synthesis of bioactive heterocycles and pharmaceutical intermediates.

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Computational Chemistry Data

TPSA 39.19
LogP 2.0553
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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1-(5-Bromo-3-methoxypyridin-2-yl)ethan-1-one

CAS No. 1211521-17-3

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