2-Bromo-5-pyrimidinamine

Name: 2-Bromo-5-pyrimidinamine
Brand: ChemScene
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CAS No. 56621-91-1
Cat. No. CS-W008909
Molecule weight174.00
Purity≥98%
MDL No.MFCD07778608

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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General Information

CAS No. 56621-91-1
Cat. No. CS-W008909
Purity ≥98%
MDL No. MFCD07778608
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrN₃
Molecular Weight 174.00
Synonym(s) 2-Bromopyrimidin-5-ylamine; 5-Amino-2-bromopyrimidine; 2-bromopyrimidin-5-amine
SMILES NC1=CN=C(Br)N=C1

Description

2-Bromo-5-pyrimidinamine features a bromine atom at the 2-position and an amino group at the 5-position of the pyrimidine ring, creating a versatile scaffold for nucleophilic substitution and cross-coupling reactions. This electron-deficient heterocycle enables efficient derivatization in medicinal chemistry and materials science applications.

Application

2-Bromo-5-pyrimidinamine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its bromine atom facilitates reliable C–X bond formation with aryl, heteroaryl, and alkyl boron reagents under standard Suzuki conditions. The amine group provides orthogonal reactivity for derivatization, while the compound exhibits excellent bench stability and ease of purification, making it well-suited for high-throughput synthesis and API intermediate development.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 51.8
LogP 0.8213
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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2-Bromo-5-pyrimidinamine

CAS No. 56621-91-1

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