Tributylstannane → tert-Butyl 5-(trifluoromethyl)spiro[indoline-3,3'-pyrrolidine]-1'-carboxylate

tert-Butyl 3-(((2-bromo-4-(trifluoromethyl)phenyl)amino)methyl)-2,5-dihydro-1H-pyrrole-1-carboxylate (6.46 g, 15.3 mmol) was dissolved in benzene (300 mL). Thereafter, tributyltin hydride (6.02 mL, 23.0 mmol) and azobisisobutyronitrile (380 mg, 2.31 mmol) were added to the above obtained solution at room temperature, and the thus obtained mixture was then stirred for 15 hours while heating under reflux. Thereafter, the reaction solution was concentrated in vacuo, and the obtained residue was then purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to obtain tert-butyl 5-(trifluoromethyl)spiro[indoline-3,3′-pyrrolidine]-1′-carboxylate (2.21 g, 42%) in the form of a colorless amorphous product.

1. temperaturewhile heating
2. temperatureunder reflux
3. concentrationThereafter, the reaction solution was concentrated in vacuo
4. customthe obtained residue was then purified by silica gel column chromatography (hexane:ethyl acetate=3:1)

ORDレコード

ord-f9ad2439c7b84deb84947f4d54b3e6d9

出典データセット

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08921576B2