Description

2-Methylthiazole-4-boronic acid (CAS No. 1246761-85-2) is a high-purity boronic acid derivative with the molecular formula C₄H₆BNO₂S. This heterocyclic organoboron compound, also known by its IUPAC name (2-methyl-1,3-thiazol-4-yl)boronic acid, is a valuable building block in Suzuki-Miyaura cross-coupling reactions and other transition metal-catalyzed transformations. The compound features a reactive boronic acid functional group attached to the 4-position of a 2-methylthiazole ring, making it particularly useful for constructing complex heterocyclic systems in pharmaceutical and agrochemical research.

Our product is rigorously tested to ensure >95% purity by HPLC and is supplied as a white to off-white crystalline powder. It is stable under inert conditions but should be stored in a cool, dry place away from moisture to prevent degradation. Ideal for medicinal chemistry applications, this boronic acid derivative is compatible with a wide range of coupling partners including aryl halides and triflates.

Key specifications:
– Molecular Weight: 142.97 g/mol
– Melting Point: ~180-185°C (dec.)
– Solubility: Soluble in DMF, DMSO; partially soluble in methanol; insoluble in water
– Storage: Store at 2-8°C under inert atmosphere

Properties

• CAS Number: 1246761-85-2
• Complexity: 103
• IUPAC Name: (2-methylthiazol-4-yl)boronic acid
• InChI: InChI=1S/C4H6BNO2S/c1-3-6-4(2-9-3)5(7)8/h2,7-8H,1H3
• InChI Key: NBEANWTXHVDYPB-UHFFFAOYSA-N
• Exact Mass: 143.0212298
• Molecular Formula: C4H6BNO2S
• Molecular Weight: 142.98
• SMILES: B(C1=CSC(=N1)C)(O)O
• Topological: 81.6
• Monoisotopic Mass: 143.0212298
• Synonyms: 1246761-85-2, 2-Methylthiazole-4-boronic acid, (2-Methylthiazol-4-yl)boronic acid, (2-METHYL-1,3-THIAZOL-4-YL)BORONIC ACID, Boronic acid, B-(2-methyl-4-thiazolyl)-, B-(2-METHYL-4-THIAZOLYL)BORONIC ACID, MFCD09879003, SCHEMBL9102387, DTXSID901291873, (2-Methylthiazol-4-yl)boronicacid, AKOS006312361, AB54189, PS-12978, DB-062304, EN300-264142

Application

2-Methylthiazole-4-boronic acid serves as a crucial intermediate in pharmaceutical research, particularly in the synthesis of thiazole-containing drug candidates through palladium-catalyzed cross-coupling reactions. This compound enables the efficient construction of complex heterocyclic systems found in many biologically active molecules. Researchers utilize it extensively in medicinal chemistry for developing potential kinase inhibitors and antimicrobial agents. Its stability and reactivity make it particularly valuable for parallel synthesis and combinatorial chemistry approaches in drug discovery programs.

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