Description

2-Amino-5-bromo-4,6-dimethylpyrimidine (CAS No. 4214-57-7) is a high-purity brominated pyrimidine derivative with the molecular formula C₆H₈BrN₃. This compound is a valuable heterocyclic building block for pharmaceutical and agrochemical research, featuring a reactive bromine substituent at the 5-position and an amino group at the 2-position of the pyrimidine ring. Its crystalline form and defined structure (IUPAC name: 5-bromo-4,6-dimethylpyrimidin-2-amine) make it ideal for nucleophilic substitution reactions, Suzuki couplings, and other cross-coupling methodologies. Supplied with comprehensive analytical data including ¹H/¹³C NMR, HPLC, and mass spectrometry for quality assurance. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 4214-57-7
• Complexity: 108
• IUPAC Name: 5-bromo-4,6-dimethyl-pyrimidin-2-amine
• InChI: InChI=1S/C6H8BrN3/c1-3-5(7)4(2)10-6(8)9-3/h1-2H3,(H2,8,9,10)
• InChI Key: ACJZZTRAZBNBGJ-UHFFFAOYSA-N
• Exact Mass: 200.99016
• Molecular Formula: C6H8BrN3
• Molecular Weight: 202.05
• SMILES: CC1=C(C(=NC(=N1)N)C)Br
• Topological: 51.8
• Monoisotopic Mass: 200.99016
• Synonyms: 2-Amino-5-bromo-4,6-dimethylpyrimidine, 4214-57-7, DTXSID50372229, DTXCID60323262, 661-921-7, 5-bromo-4,6-dimethylpyrimidin-2-amine, 5-bromo-4,6-dimethylpyrimidine-2-ylamine, MFCD00160498, SCHEMBL2234353, ACJZZTRAZBNBGJ-UHFFFAOYSA-N, SBB054483, AKOS015854972, CS-W015525, FS-2667, SB18611, FB140738, SY103767, pyrimidine, 2-amino-5-bromo-4,6-dimethyl-

Application

This compound serves as a key intermediate in the synthesis of nucleoside analogs and kinase inhibitors, particularly in antiviral and anticancer drug discovery. Its bromine moiety enables facile functionalization via metal-catalyzed cross-coupling reactions for library synthesis. Researchers also utilize it as a precursor for fluorescent dyes and coordination complexes in materials science. The dimethyl substitution pattern enhances metabolic stability in medicinal chemistry applications.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)

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