Electric Literature of 205383-87-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 205383-87-5 name is tert-Butyl 2-oxospiro[indoline-3,3′-pyrrolidine]-1′-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Step A: tert-butyl 5 -chloro-2-oxospiro [indoline-3 ,3 ?-pyrrolidinel- 1 ?-carboxylateTo a stirred solution tert-butyl 2-oxospiro[indoline-3,3?-pyrrolidine]-i?-carboxylate (800 mg,2.77 mmol) in dichioromethane (40 mL) and DMF (4 mL) was added N-chlorosuccinimide and the mixture was allowed to stir at room temperature overnight. Aqueous NaHCO3 was added and the mixture was extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The crude product was purified by ISCO (40g, EtOAc/Hex= 1 / 1) to give tert-butyl 5 -chloro-2-oxospiro [indoline-3 ,3 ?-pyrrolidine]- 1 ?-carboxylate. [M+ 1] =324.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-oxospiro[indoline-3,3′-pyrrolidine]-1′-carboxylate, and friends who are interested can also refer to it.
Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Yeon-Hee; GUO, Zhuyan; ALI, Amjad; EDMONDSON, Scott, D.; LIU, Weiguo; GALLO-ETIENNE, Gioconda, V.; WU, Heping; GAO, Ying-Duo; STAMFORD, Andrew, M.; YU, Younong; KEVIN, Nancy, J.; ANAND, Rajan; SHA, Deyou; NEELAMKAVIL, Santhosh, F.; HUSSAIN, Zahid; KUMAR, Puneet; MONINGKA, Remond; DUFFY, Joseph, L.; XU, Jiayi; JIANG, Yu; SONE, Hiroki; CHAKRABARTI, Anjan; (183 pag.)WO2015/164308; (2015); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem