Methyl 4-chloro-6-methylnicotinate

Name: Methyl 4-chloro-6-methylnicotinate
Brand: ChemScene
Availability: InStock
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CAS No. 886372-05-0
Cat. No. CS-0081042
Purity≥98%
MDL No.MFCD07374919

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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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Methyl 4-chloro-6-methylnicotinate|CS-0081042

Structure of 886372-05-0

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General Information

CAS No. 886372-05-0
Cat. No. CS-0081042
Purity ≥98%
MDL No. MFCD07374919
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈ClNO₂
Molecular Weight 185.61
Synonym(s) methyl 4-chloro-6-methylpyridine-3-carboxylate
SMILES CC1=NC=C(C(OC)=O)C(Cl)=C1

Description

Methyl 4-chloro-6-methylnicotinate is a bench-stable, electron-deficient heterocyclic ester featuring a chlorine substituent at the 4-position and a methyl group at the 6-position. This configuration enhances regioselectivity in cross-coupling reactions and facilitates direct functionalization of the pyridine ring. The compound serves as a key building block for bioactive nitrogen-containing scaffolds in medicinal chemistry and agrochemical development.

Application

Methyl 4-chloro-6-methylnicotinate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its ortho-chloro and methyl substituents enable selective functionalization and facilitate downstream coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig transformations. The ester group offers stability and ease of purification, while the pyridine core provides a robust scaffold for drug-like molecule development.

Synthesis

Route1
- In-stock
  
  65973-52-6
- 823-96-1
- ~22%
- In-stock
  
  886372-05-0
References
- Bristol-Myers Squibb Company; Vrudhula, Vivekananda M.; Pan, Senliang; Rajamani, Ramkumar; Macor, John E.; Bronson, Joanne J.; Dzierba, Carolyn Diane; Nara, Susheel Jethanand; Karatholuvhu, Maheswaran Sivasamban Patent: US2013/237555 A1, 2013 ; Location in patent: Paragraph 0305 ;
Route2
- 67-56-1
- In-stock
  
  1060805-95-9
- ~93%
- In-stock
  
  886372-05-0
References
- Zhu, Junjie; Ye, Yangliang; Ning, Mengmeng; Mandi, Attila; Feng, Ying; Zou, Qingan; Kurtan, Tibor; Leng, Ying; Shen, Jianhua ChemMedChem, 2013 , vol. 8, # 7 p. 1210 - 1223

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 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

Drug Discovery Cancer Polθ

Key Words

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Methyl 4-chloro-6-methylnicotinate

CAS No. 886372-05-0

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