Background and overview of the preparation method of 1,2-bis(4-pyridyl)ethane
1,2-bis(4-pyridyl)ethane, also known as 1,2-bis(4-pyridyl)ethane in Chinese, can be used as an intermediate for pharmaceutical and chemical synthesis. If 1,2-bis(4-pyridyl)ethane is inhaled, move the patient to fresh air; if skin contact occurs, remove contaminated clothing and rinse the skin thoroughly with soap and water. If discomfort occurs, Seek medical attention; if eye contact occurs, separate eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse mouth immediately, do not induce vomiting, and seek medical attention immediately.
Preparation method of 1,2-bis(4-pyridyl)ethane Preparation method
1,2-Bis(4-pyridyl)ethane can be used as an intermediate for pharmaceutical and chemical synthesis. For example, the starting material for preparing tirofiban, 4-(4-pyridyl)butyl chloride:
The preparation method includes the following steps: under nitrogen protection, add 1,2-bis(4-pyridyl)ethane (500 mg, 2.71 mmol) to a solution at -78°C Slowly add n-butyllithium (2.5M in THF, chloropyridine 1.2mL, 3.0mmol) dropwise into the dry tetrahydrofuran (5mL) solution. During the dropwise addition, the system temperature is not higher than -70℃. After the dropwise addition is completed, the reaction solution is stirred at -78°C for 1 hour, then the system is heated to 40°C and stirred for 3 hours, and then the system is cooled to 0°C～5℃ and transferred to a constant pressure dropping funnel, and the above mixture was added dropwise to dry tetrahydrofuran (430 mg, 2.73 mmol) containing 1-bromo-3-chloropropane. 4mL) solution, the system temperature of fluorophenylboronic acid during the dropwise addition process is not higher than -70℃. After the dropwise addition is completed, the reaction solution is stirred at -78℃ for 1 hour, and then The reaction system was stirred at 0℃～5℃ for 3 hours. Slowly pour the reaction solution into ice water, extract three times with ethyl acetate, combine the organic layers, wash with saturated brine, dry over anhydrous Na2SO 4 , and concentrate. The crude product obtained was separated and purified by column chromatography (petroleum ether/ethyl acetate = 10/1 to 2/1) to obtain the target compound (200 mg, yield: 28%) as a yellow solid.
