3-Amino-5-bromoindazole

Name: 3-Amino-5-bromoindazole
Brand: ChemScene
Availability: InStock
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CAS No. 61272-71-7
Cat. No. CS-D0991
Purity≥97%
MDL No.MFCD03426696

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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 61272-71-7

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General Information

CAS No. 61272-71-7
Cat. No. CS-D0991
Purity ≥97%
MDL No. MFCD03426696
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 5-Bromo-1H-indazol-3-amine; 5-Bromo-1H-indazol-3-ylamine
SMILES BrC1=CC2=C(NN=C2N)C=C1

Description

3-Amino-5-bromoindazole is a heterocyclic scaffold featuring an electron-rich amine and a brominated ring system, enabling facile functionalization via cross-coupling. This combination delivers a robust platform for constructing bioactive molecules in medicinal chemistry and materials science.

Application

3-Amino-5-bromoindazole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at both the amino and bromo positions. The amino group facilitates coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig amination, while the bromo substituent supports palladium-catalyzed cross-couplings. Its stability under standard reaction conditions and compatibility with common protecting groups make it well-suited for modular synthesis of complex heterocyclic scaffolds.

Synthesis

Route1
- 179897-89-3
- ~99%
- In-stock
  
  61272-71-7
References
- US2007/173506 A1, ; Page/Page column 47 ;
Route2
- In-stock
  
  39263-32-6
- ~%
- In-stock
  
  61272-71-7
References
- US28939 E1, ;

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 54.7
LogP 1.9076
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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3-Amino-5-bromoindazole

CAS No. 61272-71-7

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