Ethyl 2-bromo-5-fluoroisonicotinate

Name: Ethyl 2-bromo-5-fluoroisonicotinate
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CAS No. 1072206-72-4
Cat. No. CS-0187757
Purity≥98%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Ethyl 2-bromo-5-fluoroisonicotinate|CS-0187757

Structure of 1072206-72-4

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General Information

CAS No. 1072206-72-4
Cat. No. CS-0187757
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrFNO₂
Molecular Weight 248.05
Synonym(s) None
SMILES O=C(C1=CC(Br)=NC=C1F)OCC

Description

Ethyl 2-bromo-5-fluoroisonicotinate is a fluorinated heterocyclic building block featuring a bromo group at the 2-position and a fluoro substituent at the 5-position of the pyridine ring. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, facilitating rapid access to complex substituted pyridines under standard conditions. The ethyl ester moiety provides synthetic versatility for downstream transformations.

Application

Ethyl 2-bromo-5-fluoroisonicotinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal bromo and ester functionalities. The 5-fluoro substituent enhances electrophilic reactivity, facilitating nucleophilic aromatic substitution under mild conditions. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and API development.

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

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Computational Chemistry Data

TPSA 39.19
LogP 2.1599
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 2-bromo-5-fluoroisonicotinate

CAS No. 1072206-72-4

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