Dimethyl 5-bromopyridine-2,3-dicarboxylate

Name: Dimethyl 5-bromopyridine-2,3-dicarboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 521980-82-5
Cat. No. CS-W000545
Molecule weight274.07
Purity≥96%
MDL No.MFCD09953248

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Dimethyl 5-bromopyridine-2,3-dicarboxylate|CS-W000545

Structure of 521980-82-5

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General Information

CAS No. 521980-82-5
Cat. No. CS-W000545
Purity ≥96%
MDL No. MFCD09953248
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrNO₄
Molecular Weight 274.07
Synonym(s) None
SMILES O=C(C1=NC=C(Br)C=C1C(OC)=O)OC

Description

Dimethyl 5-bromopyridine-2,3-dicarboxylate features a pyridine core bearing bromine at the 5-position and two ester groups at 2 and 3. This electron-deficient heterocycle integrates readily into cross-coupling reactions, enabling efficient access to functionalized pyridine scaffolds under standard conditions.

Application

Dimethyl 5-bromopyridine-2,3-dicarboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through palladium-catalyzed cross-coupling reactions. The bromine at the 5-position facilitates C–C bond formation under standard Suzuki and Stille conditions, while the two ester groups support selective derivatization and ring functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- 67-56-1
- In-stock
  
  89-00-9
- ~63%
- In-stock
  
  521980-82-5
References
- CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD; XI, Ning; WANG, Ruyong; WANG, Liang Patent: WO2014/89324 A1, 2014 ; Location in patent: Paragraph 0284 ;

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 65.49
LogP 1.4173
H_Acceptors 5
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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Dimethyl 5-bromopyridine-2,3-dicarboxylate

CAS No. 521980-82-5

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