tert-Butyl 5-iodopicolinate

Name: tert-Butyl 5-iodopicolinate
Brand: ChemScene
Availability: InStock
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CAS No. 165275-95-6
Cat. No. CS-0498794
Purity≥97%
MDL No.None

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Description

tert-Butyl 5-iodopicolinate features a sterically hindered tert-butyl ester and a reactive iodine at the pyridine C5 position, enabling efficient cross-coupling transformations. This bench-stable derivative delivers high functional group tolerance and facilitates rapid access to substituted picolinic acid scaffolds in synthetic workflows.

Application

tert-Butyl 5-iodopicolinate serves as a versatile building block for late-stage functionalization and cross-coupling reactions, leveraging the iodide’s compatibility with palladium-catalyzed transformations. The tert-butyl ester group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its utility in constructing substituted heterocycles and bioactive scaffolds is well-established, particularly in medicinal chemistry workflows requiring precise control over regiochemistry and functional group tolerance.

General Information

CAS No. 165275-95-6
Cat. No. CS-0498794
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂INO₂
Molecular Weight 305.11
Synonym(s) 2-Pyridinecarboxylic acid, 5-iodo-, 1,1-dimethylethyl ester
SMILES O=C(C1=NC=C(C=C1)I)OC(C)(C)C

Computational Chemistry Data

TPSA 39.19
LogP 2.6415
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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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tert-Butyl 5-iodopicolinate

CAS No. 165275-95-6

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