2-Bromo-5-isopropylpyridine

Name: 2-Bromo-5-isopropylpyridine
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CAS No. 1142197-16-7
Cat. No. CS-0102216
Molecule weight200.08
Purity≥97%
MDL No.MFCD11869553

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General Information

CAS No. 1142197-16-7
Cat. No. CS-0102216
Purity ≥97%
MDL No. MFCD11869553
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BrN
Molecular Weight 200.08
Synonym(s) 2-bromo-5-propan-2-ylpyridine
SMILES CC(C1=CN=C(Br)C=C1)C

Description

2-Bromo-5-isopropylpyridine features a bromine substituent at the 2-position and an isopropyl group at the 5-position of the pyridine ring, enabling selective cross-coupling reactions. The electron-deficient pyridine core facilitates palladium-catalyzed transformations, while the steric bulk of the isopropyl moiety enhances regioselectivity. This bench-stable compound serves as a key building block in medicinal chemistry and agrochemical synthesis.

Application

2-Bromo-5-isopropylpyridine serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its bromine substituent facilitates palladium-catalyzed coupling with boronic acids, stannanes, and other nucleophiles under standard conditions. The isopropyl group provides steric bulk and modest electron-donating character, enhancing stability and modulating reactivity in downstream transformations. This compound exhibits excellent bench stability and is readily purified by distillation or chromatography, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Safety Information

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Computational Chemistry Data

TPSA 12.89
LogP 2.9675
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-isopropylpyridine

CAS No. 1142197-16-7

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