Molecular Formula | C14H23BN2O3 |
Molar Mass | 278.15 |
Density | 1.16±0.1 g/cm3(Predicted) |
Melting Point | 74-78℃ |
Boling Point | 413.8±35.0 °C(Predicted) |
Flash Point | 204.055°C |
Solubility | Chloroform (Sparingly), DMSO (Sparingly, Sonicated), Methanol (Slightly, Sonicat |
Vapor Presure | 0mmHg at 25°C |
Appearance | solid |
Color | white to off-white |
pKa | 2.06±0.19(Predicted) |
Storage Condition | 2-8°C |
Refractive Index | 1.545 |
MDL | MFCD09037501 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
TSCA | No |
HS Code | 29349990 |
LogP | 2.16 |
Use | 1-(2-tetrahydropyranyl)-1H-pyrazole-5-boronic acid as heterocyclic derivatives, can be used as organic intermediates for organic and pharmaceutical experimental research and synthesis. |
synthesis method | 1-(tetrahydro-2h-pyran-2-yl)-1h-pyrazole (5kg) THF(7.0L) and toluene (28 μL) were mixed at room temperature (RT) under a nitrogen atmosphere. The mixture was cooled to 0 °c, n-BuLi(17.9, 1.42M in hexane) was added dropwise over 2-3 hours at 0-5 °c, and the mixture was stirred at 0-5 °c for 1 hour. Triisopropyl borate (6.8) was added dropwise over 45 minutes at 0-5 °c. The mixture was left at room temperature and stirred for 1-2 hours. To the mixture was added genanol (3.88) in portions over 20-30 minutes at room temperature, followed by stirring for 45 minutes. The mixture was cooled to 0 °c and acetic acid (3.9) was added dropwise over 30 min at 0-5 °c. The mixture was left at room temperature and kept for 12-14 hours. The mixture was then cooled to 0 °c and water (20) was added dropwise over 30 minutes at 0-5 °c. The mixture was left at room temperature and stirred for 30 min. The aqueous layer was separated and extracted with toluene (20L). The combined organic layers were washed with 10% NaHCO3 solution (22 μL) followed by water (20 μl). The organic layer was concentrated at less than 60 °c under reduced pressure. The resulting crude compound was then co-distilled with heptane (7L). Heptane (5L) was added to the resulting residue, and the mixture was stirred at 0-5 °c for 1-2 hours. The solid was then filtered, washed with cold heptane (5L), and dried at 25-30 °c for 2-3 hours to give 1-(2-tetrahydropyranyl)-1H-pyrazole-5-boronic acid ester. Yield 6.2 (67.8%),HPLC purity 99.8. |