Methyl 6-iodonicotinate

Name: Methyl 6-iodonicotinate
Brand: ChemScene
Availability: InStock
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CAS No. 173157-33-0
Cat. No. CS-0150768
Purity≥98%
MDL No.MFCD12546492

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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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Structure of 173157-33-0

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General Information

CAS No. 173157-33-0
Cat. No. CS-0150768
Purity ≥98%
MDL No. MFCD12546492
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆INO₂
Molecular Weight 263.03
Synonym(s) 6-iodonicotinic acid methyl ester
SMILES COC(=O)C1=CN=C(C=C1)I

Description

Methyl 6-iodonicotinate is a bench-stable, moisture-tolerant iodinated pyridine derivative featuring a strategically positioned ester group. This compound serves as a key building block for constructing bioactive heterocycles and enables efficient cross-coupling reactions under mild conditions. The para-iodo functionality facilitates rapid functionalization in transition-metal-catalyzed transformations.

Application

Methyl 6-iodonicotinate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined iodine functionality. The ester group provides stability and facilitates purification, while the pyridine core offers predictable reactivity in C–H functionalization and heterocycle elaboration. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  13054-02-9
- 18107-18-1
- ~%
- In-stock
  
  173157-33-0
References
- WARNER-LAMBERT COMPANY LLC Patent: WO2005/56004 A1, 2005 ; Location in patent: Page/Page column 135 ;
Route2
- 163276-23-1
- ~%
- In-stock
  
  173157-33-0
References
- Maloney, Kevin M.; Nwakpuda, Emily; Kuethe, Jeffrey T.; Yin, Jingjun Journal of Organic Chemistry, 2009 , vol. 74, # 14 p. 5111 - 5114

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 39.19
LogP 1.4728
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 6-iodonicotinate

CAS No. 173157-33-0

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