Methyl 4-chloro-1H-indole-2-carboxylate

Name: Methyl 4-chloro-1H-indole-2-carboxylate
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CAS No. 230291-43-7
Cat. No. CS-0058757
Purity≥98%
MDL No.MFCD04966957

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Methyl 4-chloro-1H-indole-2-carboxylate|CS-0058757

Structure of 230291-43-7

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General Information

CAS No. 230291-43-7
Cat. No. CS-0058757
Purity ≥98%
MDL No. MFCD04966957
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈ClNO₂
Molecular Weight 209.63
Synonym(s) 1H-Indole-2-carboxylic acid, 4-chloro-, Methyl ester
SMILES O=C(C(N1)=CC2=C1C=CC=C2Cl)OC

Description

Methyl 4-chloro-1H-indole-2-carboxylate features a chlorinated indole core with a methyl ester at the C2 position, enabling direct integration into heterocyclic synthesis. This bench-stable reagent serves as a key building block for medicinal chemistry campaigns targeting kinase inhibitors and bioactive indole derivatives.

Application

Methyl 4-chloro-1H-indole-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds. The methyl ester group facilitates subsequent functionalization via hydrolysis or cross-coupling, while the C4-chloro substituent supports palladium-catalyzed transformations. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- In-stock
  
  89-98-5
- ~%
- In-stock
  
  230291-43-7
References
- Stokes, Benjamin J.; Dong, Huijun; Leslie, Brooke E.; Pumphrey, Ashley L.; Driver, Tom G. Journal of the American Chemical Society, 2007 , vol. 129, # 24 p. 7500 - 7501
Route2
- In-stock
  
  24621-73-6
- ~%
- In-stock
  
  230291-43-7
References
- Uhle Journal of the American Chemical Society, 1949 , vol. 71, p. 761,763
Route3
- In-stock
  
  83-42-1
- ~%
- In-stock
  
  230291-43-7
References
- Uhle Journal of the American Chemical Society, 1949 , vol. 71, p. 761,763

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 42.09
LogP 2.6079
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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Methyl 4-chloro-1H-indole-2-carboxylate

CAS No. 230291-43-7

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