Methyl 3-formyl-1H-indole-2-carboxylate

Name: Methyl 3-formyl-1H-indole-2-carboxylate
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CAS No. 18450-26-5
Cat. No. CS-0105026
Purity≥98%
MDL No.MFCD03848053

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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+
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Methyl 3-formyl-1H-indole-2-carboxylate|CS-0105026

Structure of 18450-26-5

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General Information

CAS No. 18450-26-5
Cat. No. CS-0105026
Purity ≥98%
MDL No. MFCD03848053
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉NO₃
Molecular Weight 203.19
Synonym(s) Methyl 3-Formylindole-2-carboxylate
SMILES O=C(OC)C1=C(C=O)C2=CC=CC=C2N1

Description

Methyl 3-formyl-1H-indole-2-carboxylate features a reactive aldehyde group flanked by electron-rich indole and ester functionalities, enabling direct coupling in cross-coupling and condensation reactions. This bench-stable, moisture-tolerant scaffold integrates readily into complex heterocyclic architectures, streamlining access to biologically relevant indole derivatives.

Application

Methyl 3-formyl-1H-indole-2-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted indoles via formyl group transformations. Its dual functionality—aldehyde and ester—supports diverse downstream modifications including reductive amination, condensation reactions, and transition-metal-catalyzed couplings. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and heterocycle synthesis.

Synthesis

Route1
- In-stock
  
  1202-04-6
- 68-12-2
- ~91%
- In-stock
  
  18450-26-5
References
- Bennasar, M.-Lluisa; Roca, Tomas; Ferrando, Francesc Journal of Organic Chemistry, 2005 , vol. 70, # 22 p. 9077 - 9080
Route2
- In-stock
  
  1202-04-6
- ~%
- In-stock
  
  18450-26-5
References
- Journal of the Chemical Society, , p. 466,473

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 59.16
LogP 1.767
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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Methyl 3-formyl-1H-indole-2-carboxylate

CAS No. 18450-26-5

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