Description

4-Cyclopropyl-6-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (CAS: 2750602-14-1) is a high-purity boronic ester derivative designed for advanced synthetic and medicinal chemistry applications. With the molecular formula C₁₄H₂₁BN₂O₃, this compound features a pyrimidine core functionalized with a cyclopropyl group, a methoxy substituent, and a pinacol boronate moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane ring ensures excellent shelf life and handling convenience. Ideal for researchers developing novel pharmaceuticals, agrochemicals, or materials science applications, this compound is supplied with comprehensive analytical data (including ¹H NMR, ¹³C NMR, and HPLC) to guarantee quality and reproducibility. Store under inert conditions at -20°C for prolonged stability.

Properties

• CAS Number: 2750602-14-1
• Complexity: 357
• IUPAC Name: 4-cyclopropyl-6-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
• InChI: InChI=1S/C14H21BN2O3/c1-13(2)14(3,4)20-15(19-13)10-11(9-6-7-9)16-8-17-12(10)18-5/h8-9H,6-7H2,1-5H3
• InChI Key: MAQQXKIQQZZUFT-UHFFFAOYSA-N
• Exact Mass: 276.1645227
• Molecular Formula: C14H21BN2O3
• Molecular Weight: 276.14
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(N=CN=C2OC)C3CC3
• Topological: 53.5
• Monoisotopic Mass: 276.1645227
• Synonyms: 2750602-14-1, 4-Cyclopropyl-6-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine, SCHEMBL22143246, AT22463, DB-426518, (4-CYCLOPROPYL-6-METHOXYPYRIMIDIN-5-YL)BORONIC ACID PINACOL ESTER

Application

This boronic ester is primarily employed in palladium-catalyzed cross-coupling reactions to construct biaryl or heteroaryl systems prevalent in drug discovery. Its pyrimidine scaffold is particularly valuable for modifying nucleoside analogs or kinase inhibitors. The cyclopropyl group enhances metabolic stability in medicinal chemistry candidates, while the pinacol boronate offers superior reactivity in aqueous conditions compared to boronic acids. Common applications include synthesizing intermediates for antiviral, anticancer, or CNS-targeted small molecules.

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