IN1319, Tributyl(selenophen-2-yl)stannane synthesis

Yield: 98.1%

Reaction Conditions:

Stage #1:selenophene with n-butyllithium in tetrahydrofuran;hexane at -78 - -30; for 2 h;Inert atmosphere;
Stage #2:tributyltin chloride in tetrahydrofuran;hexane at -30; for 2 h;

Steps:

4.3 3. Preparation of LuN-24
Under the protection of argon atmosphere,0.21mL selenophene (2.29mmol, 1.0eq)And 10mL anhydrous THF while stirring and cooling to -78,Slowly add 0.92mL (2.29mmol, 1.0eq, 2.5M in Hexane) of n-butyl lithium solution dropwise;After dripping, keep the temperature for 1h;Raise the temperature to -30 and react for 1 hour;Then slowly add 0.75mL (2.75mmol, 1.2eq) of tributyltin chloride solution, after dripping, keep the temperature for 2h;Slowly add 10 mL of saturated NaHCO3 solution at this temperature,After adding, move to room temperature and stir for 10min;Extract 3 times with ethyl acetate (30mL×3), combine the organic phases,Wash with saturated saturated NaCl solution (50mL×2);Dry with anhydrous MgSO4, filter, and evaporate the solvent under reduced pressure.0.942 g of yellow solid was obtained.Yield: 98.1%, colourless oil.

References:

Guangzhou Xinmin Peilin Pharmaceutical Technology Co., Ltd.;Huang Wolin;Chen Xinzi;Guo Shengquan CN112062758, 2020, A Location in patent:Paragraph 0061; 0072-0075