Description

2,4-Diphenyl-6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidine (CAS No. 1536209-84-3) is a high-purity boronic ester derivative with the molecular formula C₂₈H₂₇BN₂O₂. This compound features a pyrimidine core substituted with phenyl groups at the 2 and 4 positions, and a pinacol boronate ester at the 6-position via a phenyl linker. Its unique structure makes it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex biaryl systems for pharmaceuticals, agrochemicals, and advanced materials. The pinacol boronate ester enhances stability and solubility, facilitating handling and storage under ambient conditions. Ideal for researchers in organic synthesis, medicinal chemistry, and materials science, this compound is supplied with comprehensive analytical data (NMR, HPLC, MS) to ensure quality and reproducibility.

Properties

• CAS Number: 1536209-84-3
• Complexity: 620
• IUPAC Name: 2,4-diphenyl-6-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrimidine
• InChI: InChI=1S/C28H27BN2O2/c1-27(2)28(3,4)33-29(32-27)23-17-15-21(16-18-23)25-19-24(20-11-7-5-8-12-20)30-26(31-25)22-13-9-6-10-14-22/h5-19H,1-4H3
• InChI Key: OILFKPAESXOIIH-UHFFFAOYSA-N
• Exact Mass: 434.2165583
• Molecular Formula: C28H27BN2O2
• Molecular Weight: 434.3
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)C3=NC(=NC(=C3)C4=CC=CC=C4)C5=CC=CC=C5
• Topological: 44.2
• Monoisotopic Mass: 434.2165583
• Synonyms: 1536209-84-3, 2,4-Diphenyl-6-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidine, MFCD32215037, 2,4-diphenyl-6-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrimidine, 4-(2,4-Diphenylpyrimidine-6-yl)phenylboronic acid pinacol ester, SCHEMBL16716568, BS-44869, SY290486, DB-098317, CS-0369204, F72627, 4-(2,6-Diphenyl-4-pyrimidinyl)phenylboronic Acid Pinacol Ester

Application

This compound is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions to construct biaryl scaffolds in pharmaceutical and materials research. Its boronate ester group enables efficient coupling with aryl halides under mild conditions, making it valuable for synthesizing drug candidates and functional materials. Researchers also utilize it in the development of OLEDs and other optoelectronic devices due to its conjugated pyrimidine core.

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