Ethyl 4,6-dichloro-5-nitronicotinate

Name: Ethyl 4,6-dichloro-5-nitronicotinate
Brand: ChemScene
Availability: InStock
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CAS No. 154012-15-4
Cat. No. CS-W022680
Purity≥95%
MDL No.MFCD09842620

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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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Ethyl 4,6-dichloro-5-nitronicotinate|CS-W022680

Structure of 154012-15-4

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General Information

CAS No. 154012-15-4
Cat. No. CS-W022680
Purity ≥95%
MDL No. MFCD09842620
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆Cl₂N₂O₄
Molecular Weight 265.05
Synonym(s) Ethyl 4,6-dichloro-5-nitropyridine-3-carboxylate, 2,4-Dichloro-5-(ethoxycarbonyl)-3-nitropyridine
SMILES O=C(OCC)C1=CN=C(Cl)C([N+]([O-])=O)=C1Cl

Description

Ethyl 4,6-dichloro-5-nitronicotinate features a dual chloro substitution at the 4- and 6-positions flanking a nitro group at C5 on a nicotinate core. This electron-deficient heterocycle serves as a pivotal building block in medicinal chemistry, enabling direct incorporation into complex scaffolds via cross-coupling or nucleophilic displacement reactions under standard conditions.

Application

Ethyl 4,6-dichloro-5-nitronicotinate serves as a versatile building block in heterocyclic synthesis, enabling the construction of substituted pyridine scaffolds via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The dichloro and nitro groups provide orthogonal reactivity for sequential functionalization, while the ethyl ester facilitates downstream transformations. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 6317-97-1
- ~70%
- In-stock
  
  154012-15-4
References
- Sanchez; Gogliotti Journal of Heterocyclic Chemistry, 1993 , vol. 30, # 4 p. 855 - 859

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 82.33
LogP 2.4733
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 4,6-dichloro-5-nitronicotinate

CAS No. 154012-15-4

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