Methyl 5-chloro-2-methylnicotinate

Name: Methyl 5-chloro-2-methylnicotinate
Brand: ChemScene
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CAS No. 350597-49-8
Cat. No. CS-W005667
Molecule weight185.61
Purity≥97%
MDL No.MFCD09908061

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 5-chloro-2-methylnicotinate|CS-W005667

Structure of 350597-49-8

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General Information

CAS No. 350597-49-8
Cat. No. CS-W005667
Purity ≥97%
MDL No. MFCD09908061
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈ClNO₂
Molecular Weight 185.61
Synonym(s) 5-CHLORO-2-METHYL-NICOTINIC ACID METHYL ESTER
SMILES O=C(OC)C1=C(C)N=CC(Cl)=C1

Description

Methyl 5-chloro-2-methylnicotinate is a halogenated pyridine derivative featuring a chloro group at the 5-position and a methyl substituent at the 2-position. This electron-deficient heterocycle integrates readily into synthetic routes for bioactive molecules, offering enhanced stability and controlled reactivity in cross-coupling and nucleophilic substitution processes under standard conditions.

Application

Methyl 5-chloro-2-methylnicotinate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The ortho-substituted pyridine core enables direct functionalization at C-4 and C-6 positions, while the ester group facilitates selective reduction or coupling reactions. Its bench-stable nature and compatibility with Suzuki-Miyaura, Stille, and Buchwald-Hartwig transformations make it ideal for constructing complex pharmaceutical scaffolds and bioactive molecules.

Synthesis

Route1
- 325855-84-3
- ~94%
- In-stock
  
  350597-49-8
References
- Marcoux; Marcotte; Wu; Dormer; Davies; Hughes; Reider Journal of Organic Chemistry, 2001 , vol. 66, # 12 p. 4194 - 4199
Route2
- In-stock
  
  105-45-3
- ~%
- In-stock
  
  350597-49-8
References
- Journal of Organic Chemistry, , vol. 66, # 12 p. 4194 - 4199

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 39.19
LogP 1.83002
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 5-chloro-2-methylnicotinate

CAS No. 350597-49-8

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