2-(METHYLTHIO)PYRIMIDINE-5-BORONIC ACID Chemical Properties

Boiling point:

392.6±34.0 °C(Predicted)

Density 

1.38±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

5.19±0.11(Predicted)

color 

White

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

HS Code 

2933599590

2-(METHYLTHIO)PYRIMIDINE-5-BORONIC ACID Usage And Synthesis

Synthesis

Step 2: Synthesis of 2-(methylthio)pyrimidine-5-boronic acid Under nitrogen protection, 5-bromo-2-(methylthio)pyrimidine (0.05 g, 0.241 mmol) was dissolved in tetrahydrofuran (THF, 10 mL), stirred and cooled to -78 °C. Slowly n-butyllithium (0.15 mL, 0.36 mmol, 2.5 M hexane solution) was added, maintaining the temperature at -78 °C, and stirring was continued for 1 hour. Subsequently, triisopropyl borate (0.068 g, 0.361 mmol) was added dropwise and the reaction was stirred at the same temperature for 4 hours. The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the reaction was quenched with ice water and then separated by extraction with saturated ammonium chloride (NH4Cl) solution and ethyl acetate (EtOAc). The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target product 2-(methylthio)pyrimidine-5-boronic acid (0.03 g, 73% yield) as an off-white solid. Mass spectrometry (MS) data: 171.1 [M+H]+.

References

[1] Patent: US2017/291910, 2017, A1. Location in patent: Paragraph 0499-0501

2-(METHYLTHIO)PYRIMIDINE-5-BORONIC ACID(348098-29-3)Related Product Information

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