Methyl 4-bromo-1H-indole-7-carboxylate

Name: Methyl 4-bromo-1H-indole-7-carboxylate
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CAS No. 1224724-39-3
Cat. No. CS-W022844
Purity≥98%
MDL No.MFCD20487964

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 4-bromo-1H-indole-7-carboxylate|CS-W022844

Structure of 1224724-39-3

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General Information

CAS No. 1224724-39-3
Cat. No. CS-W022844
Purity ≥98%
MDL No. MFCD20487964
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO₂
Molecular Weight 254.08
Synonym(s) Methyl 4-Bromoindole-7-carboxylate
SMILES O=C(C1=CC=C(Br)C2=C1NC=C2)OC

Description

Methyl 4-bromo-1H-indole-7-carboxylate features a brominated indole core with a methyl ester at the C7 position, enabling direct functionalization in cross-coupling and cyclization reactions. This bench-stable derivative integrates readily into synthetic pathways for bioactive heterocycles, offering predictable reactivity and compatibility with palladium-catalyzed transformations under standard conditions.

Application

Methyl 4-bromo-1H-indole-7-carboxylate serves as a versatile building block for the synthesis of substituted indoles and heterocyclic scaffolds. The bromine at the 4-position enables palladium-catalyzed cross-coupling reactions, while the ester group facilitates further functionalization via hydrolysis or reduction. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 1826-67-1
- In-stock
  
  158580-57-5
- ~31%
- In-stock
  
  1224724-39-3
References
- InterMune, Inc. Patent: US2011/152246 A1, 2011 ; Location in patent: Page/Page column 187 ;
Route2
- In-stock
  
  99277-71-1
- ~%
- In-stock
  
  1224724-39-3
References
- InterMune, Inc. Patent: US2011/152246 A1, 2011 ;

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 2.717
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-bromo-1H-indole-7-carboxylate

CAS No. 1224724-39-3

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