2-Amino-pyrimidine-5-boronic acid Chemical Properties

Melting point:

206-211 °C

Boiling point:

487.0±55.0 °C(Predicted)

Density 

1.44±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO (Slightly, Heated), Methanol (Slightly, Heated)

form 

Solid

pka

2.58±0.11(Predicted)

color 

Off-White

Stability:

Hygroscopic

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

2

HS Code 

2933599590

2-Amino-pyrimidine-5-boronic acid Usage And Synthesis

Uses

2-Aminopyrimidine-5-boronic acid is used as pharmaceutical intermediates.

Uses

May contain varying amounts of anhydride

Synthesis

Example 17 Synthesis of 2-aminopyrimidin-5-ylboronic acid III: [2-[(tert-butoxycarbonyl)amino]pyrimidin-5-yl]boronic acid (40.0 kg, 49 wt%, HPLC purity 82.0 mol) was dissolved in water (245 kg), and concentrated hydrochloric acid (39.6 L) was added slowly while keeping the temperature below 30°C. The reaction mixture was stirred for 12 hours and then cooled to 10°C. Subsequently, the pH of the mixture was adjusted to 6.5 with 50% aqueous sodium hydroxide solution while controlling the temperature below 15 °C and stirring was continued for 1 hour. After adding water (69.0 kg), the mixture was aged for 30 minutes. The resulting slurry was filtered and the filter cake was dried under vacuum at 50 °C to afford the target product 2-aminopyrimidin-5-ylboronic acid III (10.2 kg, 90% yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 8.50 (s, 2H), 7.97 (s, 2H), 6.74 (s, 2H).

References

[1] Patent: US2014/100366, 2014, A1. Location in patent: Page/Page column

2-Amino-pyrimidine-5-boronic acid(936250-22-5)Related Product Information

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• (2-([3-(1H-IMIDAZOL-1-YL)PROPYL]AMINO)PYRIMIDIN-5-YL)BORONIC ACID
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