4-Bromo-5-methylpyrimidin-2-amine

Name: 4-Bromo-5-methylpyrimidin-2-amine
Brand: ChemScene
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CAS No. 1245643-74-6
Cat. No. CS-0140357
Purity≥98%
MDL No.MFCD13193670

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4-Bromo-5-methylpyrimidin-2-amine|CS-0140357

Structure of 1245643-74-6

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General Information

CAS No. 1245643-74-6
Cat. No. CS-0140357
Purity ≥98%
MDL No. MFCD13193670
Storage 4°C, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆BrN₃
Molecular Weight 188.03
Synonym(s) None
SMILES NC1=NC=C(C)C(Br)=N1

Description

4-Bromo-5-methylpyrimidin-2-amine features a pyrimidine core functionalized with bromo and methyl groups at the 4- and 5-positions, respectively, and a primary amine at C2. This electron-deficient heterocycle serves as a key scaffold for medicinal chemistry, enabling direct coupling in cross-coupling reactions and facilitating the construction of complex nitrogen-containing architectures.

Application

4-Bromo-5-methylpyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The bromine atom facilitates Suzuki-Miyaura and Buchwald-Hartwig couplings, while the amino group supports derivatization via acylation or alkylation. Its methyl substituent enhances metabolic stability and provides a handle for further functionalization. This compound exhibits excellent bench stability and compatibility with standard purification techniques, making it ideal for scalable synthesis of API candidates and heterocyclic libraries.

Safety Information

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Signal Word : N/A	UN#: N/A
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Hazard Statements : N/A
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Computational Chemistry Data

TPSA 51.8
LogP 1.12972
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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4-Bromo-5-methylpyrimidin-2-amine

CAS No. 1245643-74-6

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