Name | 2-Bromo-6-Fluoropyridine |
Synonyms | 189189 6-BroMo-2-Fluoropyri 2-Brom-6-fluorpyridin 2-Bromo-fluoropyridine 6-BroMo-2-Fluoropyridin 2-Bromo-6-Fluoropyridine 2-BROMO-6-FLUOROPYRIDINE 6-Bromo-2-fluoropyridine Pyridine, 2-bromo-6-fluoro- |
CAS | 144100-07-2 |
InChI | InChI=1/C5H9F2N.ClH/c6-5(7)1-3-8-4-2-5;/h8H,1-4H2;1H |
Molecular Formula | C5H3BrFN |
Molar Mass | 175.99 |
Density | 1.707±0.06 g/cm3(Predicted) |
Melting Point | 30-32°C |
Boling Point | 162-164°C |
Appearance | powder to lump to clear liquid |
Color | White or Colorless to Light yellow |
pKa | -4.87±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.532 |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R10 - Flammable R41 - Risk of serious damage to eyes R37/38 - Irritating to respiratory system and skin. R22 - Harmful if swallowed |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36 - Wear suitable protective clothing. S16 - Keep away from sources of ignition. S39 - Wear eye / face protection. |
UN IDs | UN2811 |
HS Code | 29333990 |
Hazard Note | Irritant |
Hazard Class | 6.1 |
purpose | 2-bromo-6-fluoropyridine is mainly used in organic synthesis, in the pharmaceutical industry for the synthesis of heart disease drugs such as dipyridamole (disopyramide phosphate). Disopyramide drugs for the maintenance of atrial fibrillation and atrial flutter sinus rhythm, or to prevent ventricular tachycardia and ventricular fibrillation recurrence, can also be used for atrial premature beat, paroxysmal atrial tachycardia, ventricular premature beat and so on. |
synthesis method | 2-bromopyridine was used as raw material, Nitration with mixed acid, 2-bromo-6-fluoropyridine was synthesized in the steps of diazotization and Schleman reaction by introducing fluorine atom. This route simplifies the experimental operation and avoids the synthesis of 2-chloro-5-aminopyridine, which is reported in the literature, the isolation of the intermediate product and the purification of the final product present problems of low yield and low purity. The optimum reaction conditions (reaction temperature, reaction time, molar yield) were as follows: Nitration: 45 ℃,2 H, 41%; Nitro reduction: reflux, 1H, 90%; diazotization:-5 ℃-0 ℃,2 h,81.4%; Scheman reaction: 130 ℃,0.5 h. The total yield of the two-step reaction was 51.6%. The synthesis reaction formula is shown below: FIG. 2-bromo -6-fluoropyridine synthesis reaction formula |