Methyl 6-chloro-5-methoxynicotinate

Name: Methyl 6-chloro-5-methoxynicotinate
Brand: ChemScene
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CAS No. 915107-31-2
Cat. No. CS-W006475
Purity≥98%
MDL No.MFCD16659999

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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 6-chloro-5-methoxynicotinate|CS-W006475

Structure of 915107-31-2

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General Information

CAS No. 915107-31-2
Cat. No. CS-W006475
Purity ≥98%
MDL No. MFCD16659999
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈ClNO₃
Molecular Weight 201.61
Synonym(s) Methyl 6-chloro-5-methoxypyridine-3-carboxylate, 2-Chloro-3-methoxy-5-(methoxycarbonyl)pyridine
SMILES COC(=O)C1=CC(OC)=C(Cl)N=C1

Description

Methyl 6-chloro-5-methoxynicotinate is a bench-stable, electron-deficient heterocyclic ester featuring a chloro group at the 6-position and a methoxy substituent at the 5-position. This structural motif enables efficient coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive nitrogen-containing compounds.

Application

Methyl 6-chloro-5-methoxynicotinate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. The ortho-chloro and methoxy groups facilitate directed metalation and selective functionalization, while the ester moiety supports further transformations including hydrolysis, reduction, or coupling reactions. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step syntheses of bioactive heterocycles and API intermediates.

Synthesis

Route1
- In-stock
  
  915107-30-1
- 74-88-4
- ~85%
- In-stock
  
  915107-31-2
References
- ASTRAZENECA AB Patent: WO2009/64251 A1, 2009 ; Location in patent: Page/Page column 140 ; WO 2009/064251 A1
Route2
- In-stock
  
  30766-22-4
- ~%
- In-stock
  
  915107-31-2
References
- PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O'DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani Patent: WO2011/48525 A1, 2011 ; WO 2011/048525 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

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Computational Chemistry Data

TPSA 48.42
LogP 1.5302
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 6-chloro-5-methoxynicotinate

CAS No. 915107-31-2

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