Tert-butyl (5-iodo-4-methoxypyridin-2-yl)carbamate

Name: Tert-butyl (5-iodo-4-methoxypyridin-2-yl)carbamate
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CAS No. 944935-37-9
Cat. No. CS-0313097
Purity≥98%
MDL No.MFCD09763662

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Tert-butyl (5-iodo-4-methoxypyridin-2-yl)carbamate|CS-0313097

Structure of 944935-37-9

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General Information

CAS No. 944935-37-9
Cat. No. CS-0313097
Purity ≥98%
MDL No. MFCD09763662
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅IN₂O₃
Molecular Weight 350.15
Synonym(s) TERT-BUTYL5-IODO-4-METHOXYPYRIDIN-2-YLCARBAMATE
SMILES CC(C)(OC(NC1=NC=C(I)C(OC)=C1)=O)C

Description

Tert-butyl (5-iodo-4-methoxypyridin-2-yl)carbamate features a pyridine core functionalized with iodine at C5 and methoxy at C4, enabling efficient late-stage diversification via cross-coupling. The tert-butyl carbamate group provides stability and ease of deprotection under mild acidic conditions. This compound serves as a key intermediate in the synthesis of bioactive heterocycles.

Application

Tert-butyl (5-iodo-4-methoxypyridin-2-yl)carbamate serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable iodo functionality. The tert-butyl carbamate group provides orthogonal protection for primary amines, while the methoxy substituent enhances solubility and modulates electronic properties. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex pyridine-based scaffolds.

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 : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 60.45
LogP 3.0418
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Tert-butyl (5-iodo-4-methoxypyridin-2-yl)carbamate

CAS No. 944935-37-9

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