4-Bromo-1H-indole-7-carboxylic acid

Name: 4-Bromo-1H-indole-7-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1211594-25-0
Cat. No. CS-0044902
Molecule weight240.05
Purity≥97%
MDL No.MFCD12547329

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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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4-Bromo-1H-indole-7-carboxylic acid|CS-0044902

Structure of 1211594-25-0

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General Information

CAS No. 1211594-25-0
Cat. No. CS-0044902
Purity ≥97%
MDL No. MFCD12547329
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO₂
Molecular Weight 240.05
Synonym(s) 4-Bromoindole-7-carboxylic Acid
SMILES O=C(C1=CC=C(Br)C2=C1NC=C2)O

Description

4-Bromo-1H-indole-7-carboxylic acid features a bromine substituent at the 4-position and a carboxylic acid group at the 7-position of the indole core. This configuration imparts enhanced electrophilic reactivity and solubility in polar solvents, enabling efficient coupling reactions in medicinal chemistry. The molecule is bench-stable and moisture-tolerant, facilitating straightforward handling in synthetic workflows.

Application

4-Bromo-1H-indole-7-carboxylic acid serves as a versatile building block for the synthesis of biologically active indole derivatives. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid functionality facilitates amide formation, esterification, and direct derivatization. The compound exhibits excellent bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- 124-38-9
- In-stock
  
  126811-31-2
- ~%
- In-stock
  
  1211594-25-0
References
- BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; DELUCCA, George V.; BATT, Douglas G.; LIU, Qingjie Patent: WO2011/159857 A1, 2011 ; Location in patent: Page/Page column 200-201 ; WO 2011/159857 A1
Route2
- In-stock
  
  3460-18-2
- ~%
- In-stock
  
  1211594-25-0
References
- BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; DELUCCA, George V.; BATT, Douglas G.; LIU, Qingjie Patent: WO2011/159857 A1, 2011 ; WO 2011/159857 A1

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

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Computational Chemistry Data

TPSA 53.09
LogP 2.6286
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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4-Bromo-1H-indole-7-carboxylic acid

CAS No. 1211594-25-0

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