Molecular Formula | C6H5BrN4 |
Molar Mass | 213.03 |
Density | 1.994 |
Boling Point | 429.1±40.0 °C(Predicted) |
Flash Point | 213.334°C |
Vapor Presure | 0mmHg at 25°C |
pKa | 9.55±0.40(Predicted) |
Storage Condition | 2-8°C(protect from light) |
Refractive Index | 1.824 |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
Use | 3-amino-5-bromo-1H-pyrazolo [3,4-B] pyridine is an organic intermediate. |
Preparation | 3-amino-5-bromo-1H-pyrazolo [3,4-B] pyridine can be used as a raw material to prepare 2-methoxy-nicotinonitrile first, and then bromate to obtain 2-methoxy-nicotinonitrile, finally, the ring was closed to obtain 3-amino-5-bromo-1H-pyrazolo [3,4-B] pyridine. Step 1: 4.98g(217mmol) of sodium was added to 80ml of anhydrous methanol by 2-methoxy-nicotinil. The reaction medium was stirred at room temperature for 10 minutes, and then 10g(72.2mmol) of 2-chloronicotinonitrile was added at 0 ℃. The reaction medium was stirred at 25 ℃ for 16 hours. The reaction was hydrolyzed by slowly adding water at 0°C. After returning to room temperature, the resulting precipitate was filtered, rinsed with water, and then dried at 50°C to obtain 7.85g(81%) 2-methoxy-nicotinil in yellow solid form. Step 2:5-bromo-2-methoxy-nicotinil 12.23g(149mmol) of sodium acetate and then 7.66ml(149mmol) of bromine were added to a 29ml acetic acid solution of 10g (74.6mmol) 2-methoxy-nicotinil at 0°C. The reaction mixture was heated overnight at 70°C. After returning to room temperature, the reaction medium was added to an ice bath, the resulting precipitate was filtered, rinsed with water, and then dried at 50°C to obtain 11.6g(73%) 5-bromo-2-methoxy-nicotinil in white solid form. Step 3: 35ml(23.47mmol) of hydrazine was added to 5g(23.47mmol) of 5-bromo-2-methoxynicotinil at room temperature. The reaction medium was kept at 100 ℃ for 3 hours. After returning to room temperature, the resulting precipitate was filtered, rinsed with water, and then dried at 50°C to obtain 3.6g(72%) 3-amino-5-bromo-1H-pyrazolo [3,4-B] pyridine in yellow solid form. |