2-(4-MORPHOLINO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER Chemical Properties

Density 

1.16

storage temp. 

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

form 

solid

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2934999090

2-(4-MORPHOLINO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER Usage And Synthesis

Synthesis

4-(5-bromopyrimidin-2-yl)morpholine (2.01 g, 8.23 mmol), pinacol ester of bis(boronic acid) (3.8 g, 15 mmol), potassium acetate (2.5 g, 25 mmol) and Pd(dppf)Cl2 (0.61 g, 0.83 mmol) were mixed in 1,4-dioxane (30 mL). The reaction mixture was stirred at 90 °C overnight under nitrogen protection. After completion of the reaction, the mixture was cooled to room temperature and diluted with water (20 mL). The reaction mixture was extracted with dichloromethane (30 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with petroleum ether/ethyl acetate (v/v = 7/3) as eluent to give a white solid product (0.4 g, 88% yield). m/z MS (ESI, cationic): 292.0 [M + 1]+.

References

[1] Patent: WO2016/615, 2016, A1. Location in patent: Paragraph 00730

2-(4-MORPHOLINO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER(957198-30-0)Related Product Information

• PYRIMIDINE-5-BORONIC ACID
• 5-Pyrimidinylboronic acid
• Pyrimidine-5-boronic acid pinacol ester
• 2-Amino-pyrimidine-5-boronic acid
• 2-Dimethylamino-pyrimidine-5-boronic acid pinacol ester
• 2-Morpholinopyrimidin-5-ylboronic acid
• Boronic acid, [2-(dimethylamino)-5-pyrimidinyl]- (9CI)
• 2-(4-MORPHOLINO)PYRIMIDINE-5-BORONIC ACID PINACOL ESTER
• 2-Aminopyrimidine-5-boronic Acid Pinacol Ester