(2-methoxypyrimidin-5-yl)boronic acid , 97% , 628692-15-9

CAS NO.：628692-15-9

Empirical Formula: C5H7BN2O3

Molecular Weight: 153.93

MDL number: MFCD03094664

EINECS: 670-240-4

PRODUCT Properties

• Melting point: 161°C(lit.)
• Boiling point: 378.3±52.0 °C(Predicted)
• Density: 1.33±0.1 g/cm3(Predicted)
• storage temp.: Keep in dark place,Sealed in dry,Room Temperature
• solubility: soluble in Methanol
• form: powder to crystal
• pka: 5.59±0.11(Predicted)
• color: White to Light yellow
• InChI: InChI=1S/C5H7BN2O3/c1-11-5-7-2-4(3-8-5)6(9)10/h2-3,9-10H,1H3
• InChIKey: YPWAJLGHACDYQS-UHFFFAOYSA-N
• SMILES: B(C1=CN=C(OC)N=C1)(O)O
• CAS DataBase Reference: 628692-15-9(CAS DataBase Reference)

Description and Uses

2-Methoxypyrimidine-5-boronic acid serves as a coupling partner in Suzuki–Miyaura reactions to synthesize diverse heterocyclic scaffolds. It reacts with intermediates such as compound 26 or 6-bromo-3-(4-hydroxyphenyl)-coumarin using potassium carbonate and palladium catalysts (e.g., Pd(OAc)₂ or 1,1′-bis(di-tert-butylphosphino)ferrocene palladium dichloride) in solvents including DMF or deep eutectic systems at 85 °C. The reagent also couples with 2-(4-((4-chloro-6-morpholino-1,3,5-triazin-2-yl)amino)phenyl)ethan-1-ol in DME/aqueous sodium carbonate under microwave heating[1][2][3]. The compound participates in Liebeskind–Srögl couplings with thioester or amide intermediates (such as series 18a–18c or 20a–20f) using tetrakis(triphenylphosphine)palladium(0) and copper(I) thiophene-2-carboxylate in THF at 100 °C, yielding target products in ranges of 22–55% or 29–50%[1].

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H319
• Precautionary statements: P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
• Hazard Codes: Xi
• Risk Statements: 36-41-36/37/38
• Safety Statements: 26-39-36/37/39
• WGK Germany: WGK 3
• HazardClass: IRRITANT
• HS Code: 29349990
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral; Eye Irrit. 2