N-Boc-2-Amino-6-bromopyridine

Name: N-Boc-2-Amino-6-bromopyridine
Brand: ChemScene
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CAS No. 344331-90-4
Cat. No. CS-0008713
Purity≥97%
MDL No.MFCD07367929

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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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N-Boc-2-Amino-6-bromopyridine|CS-0008713

Structure of 344331-90-4

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General Information

CAS No. 344331-90-4
Cat. No. CS-0008713
Purity ≥97%
MDL No. MFCD07367929
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃BrN₂O₂
Molecular Weight 273.13
Synonym(s) Tert-butyl (6-bromopyridin-2-YL)carbamate
SMILES BrC1=NC(NC(OC(C)(C)C)=O)=CC=C1

Description

N-Boc-2-Amino-6-bromopyridine features a bromine substituent at the pyridine ring's para position and a Boc-protected amine at the adjacent nitrogen, enabling seamless incorporation into diverse synthetic sequences. The electron-deficient pyridine core facilitates transition metal-catalyzed coupling reactions, while the bench-stable Boc group allows for straightforward deprotection under mild acidic conditions. This compound serves as a key intermediate in the synthesis of functionalized heterocycles and bioactive molecules.

Application

N-Boc-2-Amino-6-bromopyridine serves as a versatile building block for the synthesis of brominated pyridine derivatives, enabling efficient late-stage functionalization in medicinal chemistry and agrochemical development. The Boc-protected amine exhibits excellent bench stability and compatibility with standard coupling reactions, while the ortho-bromo group facilitates palladium-catalyzed cross-coupling transformations. Its well-defined reactivity profile supports reliable access to complex heterocyclic scaffolds under routine laboratory conditions.

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

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Computational Chemistry Data

TPSA 51.22
LogP 3.1911
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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N-Boc-2-Amino-6-bromopyridine

CAS No. 344331-90-4

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