Description

5-Bromo-4-chloro-6-methylpyrimidin-2-amine (CAS No. 6314-12-1) is a high-purity halogenated pyrimidine derivative with the molecular formula C₅H₅BrClN₃. This compound is a versatile building block in organic synthesis and pharmaceutical research, particularly in the development of nucleoside analogs, antiviral agents, and agrochemical intermediates. Its unique bromo-chloro-methyl substitution pattern enhances reactivity for cross-coupling reactions, nucleophilic substitutions, and other functional group transformations. Supplied as a white to off-white crystalline powder, it is rigorously tested for identity, purity (>98%), and stability under standard storage conditions (2-8°C in a dry environment). Ideal for medicinal chemistry, combinatorial libraries, and structure-activity relationship (SAR) studies.

Properties

• CAS Number: 6314-12-1
• Complexity: 123
• IUPAC Name: 5-bromo-4-chloro-6-methyl-pyrimidin-2-amine
• InChI: InChI=1S/C5H5BrClN3/c1-2-3(6)4(7)10-5(8)9-2/h1H3,(H2,8,9,10)
• InChI Key: HSYWUFCGTXDANS-UHFFFAOYSA-N
• Exact Mass: 220.93554
• Molecular Formula: C5H5BrClN3
• Molecular Weight: 222.47
• SMILES: CC1=C(C(=NC(=N1)N)Cl)Br
• Topological: 51.8
• Monoisotopic Mass: 220.93554
• Synonyms: 5-bromo-4-chloro-6-methylpyrimidin-2-amine, 6314-12-1, 2-PYRIMIDINAMINE, 5-BROMO-4-CHLORO-6-METHYL-, MFCD00275421, NSC-40200, NSC40200, 5-bromo-4-chloro-6-methyl-2-pyrimidinamine, E6BZ3WQQ7G, 5-bromo-4-chloro-6-methyl-pyrimidin-2-amine, SCHEMBL1983684, DTXSID90285001, HSYWUFCGTXDANS-UHFFFAOYSA-N, BCP20214, AKOS015833968, DS-0763, PB29065, FB144130, SY097051, DB-009998, CS-0019263, 5-bromo-4-chloro-6-methylpyrimidin-2-ylamine, EN300-102579, 2-AMINO-5-BROMO-4-CHLORO-6-METHYLPYRIMIDINE, 5-BROMO-4-CHLORO-6-METHYL-PYRIMIDIN-2-YLAMINE, F8889-6022

5-Bromo-4-chloro-6-methylpyrimidin-2-amine serves as a key intermediate in the synthesis of modified nucleosides for antiviral and anticancer drug discovery. Its reactive halogen sites enable Suzuki-Miyaura and Buchwald-Hartwig couplings to generate diverse pyrimidine scaffolds. Researchers also utilize it in fragment-based drug design (FBDD) and as a precursor for fluorescent probes targeting nucleic acid interactions. Suitable for small-scale laboratory use and bulk pharmaceutical manufacturing.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.