Ethyl 4,6-dichloro-2-methylnicotinate

Name: Ethyl 4,6-dichloro-2-methylnicotinate
Brand: ChemScene
Availability: InStock
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CAS No. 686279-09-4
Cat. No. CS-W003247
Purity≥96%
MDL No.MFCD05666193

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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-2-methylnicotinate|CS-W003247

Structure of 686279-09-4

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General Information

CAS No. 686279-09-4
Cat. No. CS-W003247
Purity ≥96%
MDL No. MFCD05666193
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉Cl₂NO₂
Molecular Weight 234.08
Synonym(s) Ethyl 4,6-dichloro-2-methyl-pyridine-3-carboxylate
SMILES O=C(OCC)C1=C(C)N=C(Cl)C=C1Cl

Description

Ethyl 4,6-dichloro-2-methylnicotinate features a sterically hindered pyridine core with electron-withdrawing chlorine substituents at the 4- and 6-positions, enhancing electrophilicity at the 2-position. The ethyl ester group enables direct incorporation into synthetic sequences, while the methyl moiety provides steric modulation. This compound serves as a key intermediate in the construction of bioactive heterocycles and functionalized pharmaceutical scaffolds under standard conditions.

Application

Ethyl 4,6-dichloro-2-methylnicotinate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. The dichloro substitution pattern facilitates selective nucleophilic aromatic substitution, while the ester and methyl groups offer orthogonal handles for further functionalization. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 3950-10-5
- ~99%
- In-stock
  
  686279-09-4
References
- Journal of Medicinal Chemistry, , vol. 52, # 23 p. 7473 - 7487
Route2
- In-stock
  
  626-34-6
- ~%
- In-stock
  
  686279-09-4
References
- WO2012/97682 A1, ;

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

Quality Control

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Computational Chemistry Data

TPSA 39.19
LogP 2.87352
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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Ethyl 4,6-dichloro-2-methylnicotinate

CAS No. 686279-09-4

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