Tert-butyl (5-nitropyridin-3-yl)carbamate

Name: Tert-butyl (5-nitropyridin-3-yl)carbamate
Brand: ChemScene
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CAS No. 1824279-53-9
Cat. No. CS-0539562
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Tert-butyl (5-nitropyridin-3-yl)carbamate|CS-0539562

Structure of 1824279-53-9

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Description

Tert-butyl (5-nitropyridin-3-yl)carbamate features a nitropyridine core with a bench-stable tert-butyl carbamate protecting group, enabling selective functionalization at the 3-position. This electron-deficient heterocycle integrates readily into synthetic sequences requiring nitrogen-directed metallation or transition-metal-catalyzed coupling. The para-nitro substitution enhances reactivity in cross-coupling applications while maintaining stability under standard conditions.

Application

Tert-butyl (5-nitropyridin-3-yl)carbamate serves as a versatile building block in medicinal chemistry, enabling efficient introduction of the 5-nitropyridin-3-yl moiety into complex molecules. The tert-butyl carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The nitro group supports subsequent transformations including reduction to an amine, metal-catalyzed coupling reactions, and electrophilic functionalization, making this compound a reliable scaffold for constructing bioactive heterocycles and API intermediates.

General Information

CAS No. 1824279-53-9
Cat. No. CS-0539562
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃N₃O₄
Molecular Weight 239.23
Synonym(s) tert-butyl (5-methylpyridin-3-yl)carbamate
SMILES CC(C)(C)OC(=O)NC1=CC(=CN=C1)[N+](=O)[O-]

Computational Chemistry Data

TPSA 94.36
LogP 2.3368
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

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+P364

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Tert-butyl (5-nitropyridin-3-yl)carbamate

CAS No. 1824279-53-9

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