Methyl 2,6-dichloro-5-fluoronicotinate

Name: Methyl 2,6-dichloro-5-fluoronicotinate
Brand: ChemScene
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CAS No. 189281-66-1
Cat. No. CS-0081045
Purity≥98%
MDL No.MFCD02180634

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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+
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Methyl 2,6-dichloro-5-fluoronicotinate|CS-0081045

Structure of 189281-66-1

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General Information

CAS No. 189281-66-1
Cat. No. CS-0081045
Purity ≥98%
MDL No. MFCD02180634
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄Cl₂FNO₂
Molecular Weight 224.02
Synonym(s) 2,6-dichloro-5-fluoro-nicotinic acid methyl ester
SMILES ClC1=NC(Cl)=C(F)C=C1C(OC)=O

Description

Methyl 2,6-dichloro-5-fluoronicotinate is a halogenated nicotinate ester featuring orthogonal substitution at the pyridine ring. This electron-deficient heterocycle integrates readily into synthetic sequences requiring precise steric and electronic control. The methyl ester group enables direct functionalization or hydrolysis to the corresponding acid under standard conditions. Bench-stable and moisture-tolerant, it serves as a robust building block in medicinal chemistry and agrochemical synthesis.

Application

Methyl 2,6-dichloro-5-fluoronicotinate serves as a versatile building block in medicinal chemistry and agrochemical synthesis. Its electron-deficient pyridine core enables efficient Suzuki-Miyaura, Buchwald-Hartwig, and nucleophilic substitution reactions. The methyl ester group facilitates downstream derivatization, while the ortho-chloro and meta-fluoro substituents provide orthogonal reactivity for selective functionalization. Bench-stable and readily purified by flash chromatography, it functions as a key intermediate in the construction of heterocyclic scaffolds relevant to pharmaceutical development.

Synthesis

Route1
- 67-56-1
- In-stock
  
  82671-06-5
- ~%
- In-stock
  
  189281-66-1
References
- WO2010/126851 A1, ; Page/Page column 108-109 ; WO 2010/126851 A1
Route2
- 189281-08-1
- 4732-69-8
- In-stock
  
  82671-06-5
- ~%
- In-stock
  
  189281-66-1
References
- US5998436 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H410
Precautionary Statements : P264-P273-P280-P302+P352-P362+P364-P391-P501

Quality Control

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Computational Chemistry Data

TPSA 39.19
LogP 2.3141
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2,6-dichloro-5-fluoronicotinate

CAS No. 189281-66-1

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