Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate

Name: Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 145325-40-2
Cat. No. CS-0041247
Purity≥97%
MDL No.MFCD08275124

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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-bromothieno[2,3-c]pyridine-2-carboxylate|CS-0041247

Structure of 145325-40-2

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General Information

CAS No. 145325-40-2
Cat. No. CS-0041247
Purity ≥97%
MDL No. MFCD08275124
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO₂S
Molecular Weight 272.12
Synonym(s) 4-BROMOTHIENO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
SMILES O=C(C(S1)=CC2=C1C=NC=C2Br)OC

Description

Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate features a fused thienopyridine core with a brominated position at the 4-site and an ester handle at the 2-position. This scaffold integrates readily into cross-coupling workflows, offering high stability under standard conditions and enabling efficient access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The bromine substituent enables palladium-catalyzed cross-coupling reactions, while the ester group offers compatibility with reduction and functionalization protocols. This compound exhibits bench stability and facilitates efficient synthesis of thienopyridine-based intermediates used in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  625-92-3
- ~%
- In-stock
  
  145325-40-2
References
- WO2013/127266 A1, ;
Route2
- In-stock
  
  70201-42-2
- 2365-48-2
- ~72%
- In-stock
  
  145325-40-2
References
- GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling Patent: WO2013/127268 A1, 2013 ; Location in patent: Page/Page column 64; 65 ;

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 2.8454
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Methyl 4-bromothieno[2,3-c]pyridine-2-carboxylate

CAS No. 145325-40-2

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