tert-Butyl 5-bromopicolinate

Name: tert-Butyl 5-bromopicolinate
Brand: ChemScene
Availability: InStock
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CAS No. 845306-08-3
Cat. No. CS-0041374
Purity≥97%
MDL No.MFCD08436052

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 845306-08-3

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Description

tert-Butyl 5-bromopicolinate features a brominated picoline core with a tert-butyl ester, offering enhanced stability and solubility in organic media. This bench-stable derivative enables efficient late-stage functionalization in heterocyclic synthesis, particularly in palladium-catalyzed cross-coupling reactions. The electron-deficient pyridine ring facilitates regioselective transformations, while the bulky tert-butyl group minimizes undesired side reactions.

Application

tert-Butyl 5-bromopicolinate serves as a versatile building block for the synthesis of brominated heterocycles and bioactive molecules. Its stability under standard reaction conditions enables efficient functionalization via palladium-catalyzed cross-coupling, while the tert-butyl ester offers convenient orthogonal protection and straightforward deprotection. The 5-bromo substituent provides a reliable handle for further diversification in medicinal chemistry and materials science applications.

General Information

CAS No. 845306-08-3
Cat. No. CS-0041374
Purity ≥97%
MDL No. MFCD08436052
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂BrNO₂
Molecular Weight 258.11
Synonym(s) tert-Butyl 5-bromopyridine-2-carboxylate
SMILES CC(C)(C)OC(=O)C1=NC=C(Br)C=C1

Computational Chemistry Data

TPSA 39.19
LogP 2.7994
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

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

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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tert-Butyl 5-bromopicolinate

CAS No. 845306-08-3

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