1-Boc-4-Bromoindole

Name: 1-Boc-4-Bromoindole
Brand: ChemScene
Availability: InStock
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CAS No. 676448-17-2
Cat. No. CS-W021304
Purity≥98%
MDL No.MFCD04117874

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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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Structure of 676448-17-2

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General Information

CAS No. 676448-17-2
Cat. No. CS-W021304
Purity ≥98%
MDL No. MFCD04117874
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₄BrNO₂
Molecular Weight 296.16
Synonym(s) tert-butyl 4-bromo-1H-indole-1-carboxylate
SMILES C(C)(C)(C)OC(=O)[N]2C1=CC=CC(=C1C=C2)Br

Description

1-Boc-4-Bromoindole features a protected indole scaffold with a bromine substituent at the 4-position, enabling selective functionalization in synthetic sequences. The Boc group ensures stability during handling and reaction setup, while the halogen serves as a key handle for cross-coupling transformations. This compound integrates seamlessly into complex molecular architectures requiring controlled reactivity and orthogonal protection.

Application

1-Boc-4-Bromoindole serves as a versatile building block for the synthesis of substituted indoles and heterocyclic scaffolds. The Boc group provides stable protection of the indole nitrogen, enabling selective functionalization at C4 via palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient incorporation into complex molecules, making it ideal for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  52488-36-5
- In-stock
  
  24424-99-5
- ~99%
- In-stock
  
  676448-17-2
References
- Roche Palo Alto LLC Patent: US2004/72844 A1, 2004 ; Location in patent: Page/Page column 13-14 ; US 20040072844 A1
Route2
- In-stock
  
  52488-36-5
- In-stock
  
  34619-03-9
- ~89%
- In-stock
  
  676448-17-2
References
- ELI LILLY AND COMPANY Patent: WO2004/50659 A1, 2004 ; Location in patent: Page 95-96 ; WO 2004/050659 A1
Route3
- In-stock
  
  52488-36-5
- In-stock
  
  6627-89-0
- ~%
- In-stock
  
  676448-17-2
References
- WO2006/66172 A1, ; Page/Page column 78-79 ; WO 2006/066172 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

Quality Control

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Computational Chemistry Data

TPSA 31.23
LogP 4.187
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

1-Boc-4-Bromoindole sigma1-Boc-4-Bromoindole manufacturer1-Boc-4-Bromoindole price1-Boc-4-Bromoindole structure1-Boc-4-Bromoindole SDSbuy 1-Boc-4-Bromoindole1-Boc-4-Bromoindole supplier1-Boc-4-Bromoindole uses1-Boc-4-Bromoindole molecular weightprice of 1-Boc-4-Bromoindole1-Boc-4-Bromoindole chemical name formula of 1-Boc-4-Bromoindole

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CAS No. 676448-17-2

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