6-Bromo-1H-benzimidazol-2-amine

Name: 6-Bromo-1H-benzimidazol-2-amine
Brand: ChemScene
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CAS No. 791595-74-9
Cat. No. CS-B1190
Purity≥96%
MDL No.MFCD06659788

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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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6-Bromo-1H-benzimidazol-2-amine|CS-B1190

Structure of 791595-74-9

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Description

6-Bromo-1H-benzimidazol-2-amine features a bromine substituent at the 6-position and an amino group at the 2-position of the benzimidazole core, enabling direct functionalization in C–N coupling reactions. This electron-deficient heterocycle integrates readily into bioactive scaffolds and serves as a key intermediate in medicinal chemistry and materials synthesis.

Application

6-Bromo-1H-benzimidazol-2-amine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct functionalization at the 2-position via palladium-catalyzed cross-coupling reactions. Its bromine substituent provides high reactivity in Suzuki, Stille, and Negishi transformations, while the primary amine facilitates derivatization or incorporation into peptide-like scaffolds. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it ideal for iterative medicinal chemistry campaigns and API intermediate development.

General Information

CAS No. 791595-74-9
Cat. No. CS-B1190
Purity ≥96%
MDL No. MFCD06659788
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrN₃
Molecular Weight 212.05
Synonym(s) 2-Amino-5-bromobenzimidazole; 5-Bromo-1H-benzimidazol-2-amine; 5-Bromo-1H-benzo[d]imidazol-2-amine; 6-bromo-1H-benzo[d]imidazol-2-amine
SMILES NC1=NC2=CC=C(Br)C=C2N1

Computational Chemistry Data

TPSA 54.7
LogP 1.9076
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS06,GHS08
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335-H361
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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6-Bromo-1H-benzimidazol-2-amine

CAS No. 791595-74-9

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