6-Chloro-3-nitropyridin-2-ylamine

Name: 6-Chloro-3-nitropyridin-2-ylamine
Brand: ChemScene
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CAS No. 27048-04-0
Cat. No. CS-D1504
Purity≥98%
MDL No.MFCD00044350

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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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6-Chloro-3-nitropyridin-2-ylamine|CS-D1504

Structure of 27048-04-0

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Description

6-Chloro-3-nitropyridin-2-ylamine features a nitro group at C3 and a chloro substituent at C6 on a pyridine scaffold, enabling strategic functionalization in medicinal chemistry. The amine moiety provides a handle for coupling reactions, while the electron-deficient ring enhances reactivity in cross-coupling processes. This compound serves as a key intermediate in synthesizing bioactive heterocycles under standard conditions.

Application

6-Chloro-3-nitropyridin-2-ylamine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. The molecule combines a nucleophilic amine, an electrophilic chlorine, and a readily reducible nitro group, facilitating sequential transformations via Suzuki-Miyaura coupling, nucleophilic substitution, or catalytic hydrogenation. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis of targeted heterocyclic compounds.

General Information

CAS No. 27048-04-0
Cat. No. CS-D1504
Purity ≥98%
MDL No. MFCD00044350
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClN₃O₂
Molecular Weight None
Synonym(s) 2-Amino-3-nitro-6-chloropyridine; 2-Amino-6-chloro-3-nitropyridine; 6-Amino-2-chloro-5-nitropyridine; 6-Chloro-3-nitro-2-pyridinamine; 6-Chloro-3-nitro-2-pyridylamine
SMILES NC1=NC(Cl)=CC=C1[N+]([O-])=O

Computational Chemistry Data

TPSA 82.05
LogP 1.2254
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Chloro-3-nitropyridin-2-ylamine

CAS No. 27048-04-0

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