Name | diethyl(3-pyridyl)borane |
Synonyms | DEBP 3-Pyridyldiethyl borane 3-(diethyboryl)pyridine 3-(diethylboryl)pyridine diethyl(3-pyridyl)borane Dithyl (3-Pyridyl)borane 3-(DIETHYLBORYL)PYRIDINE DIETHYL(3-PYRIDYL)BORANE 3-Diethylboranyl Pyridine 3-(diethylboranyl)pyridine Diethyl(3-Pyridinyl)-Borane Diethyl-(pyridin-3-yl)-borane Diethyl(3-pyridyl)borane,3-(Diethylboryl)pyridine 3-(diethylboryl)pyridine, Abiraterone intermediate |
CAS | 89878-14-8 |
EINECS | 278-928-2 |
InChI | InChI=1/C9H14BN/c1-3-10(4-2)9-6-5-7-11-8-9/h5-8H,3-4H2,1-2H3 |
InChIKey | OJKBCQOJVMAHDX-UHFFFAOYSA-N |
Molecular Formula | C9H14BN |
Molar Mass | 147.03 |
Density | 0.86±0.1 g/cm3(Predicted) |
Melting Point | 172-175°C(lit.) |
Boling Point | 205.9±22.0 °C(Predicted) |
Flash Point | 78.3°C |
Water Solubility | Slightly soluble in water. |
Vapor Presure | 0.35mmHg at 25°C |
Appearance | Solid |
Color | White to Almost white |
pKa | 4.40±0.12(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.457 |
MDL | MFCD00012348 |
Hazard Symbols | Xi - Irritant![]() |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
HS Code | 29333990 |
Use | diethyl (3-pyridyl)-borane is an intermediate, inhibitors of ataxia-telangiectasia mutations and Rad3-related (ATR) protein kinases are prepared as potential anticancer agents. It can also be used for the synthesis of trisubstituted pyrimidines from polyhalogenated pyrimidines by Suzuki coupling. |
Application | diethyl (3-pyridyl)-borane white or off-white powder, a prostate cancer treatment drug, intermediate abiraterone intermediate for the treatment of drug substance abiraterone in patients with previously treated docetaxel-containing chemotherapy-induced metastatic castration-resistant prostate cancer (CRPC). |
preparation | reaction temperature 0~5 ℃, reaction time 6h, diethyl methoxy borane dropping time 30 min, the material ratio n (3-bromopyridine): n (diethylmethoxyborane) was 0.9: 1.0, and the material ratio n (isopropylmagnesium chloride): n (diethylmethoxyborane) was 1.0: 1.0. Under the optimum conditions, the product was white solid, the melting point was 172~175 ℃, and the yield was over 81%. |