Sodium t-butoxide → N-[5-[3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl]indan-1-yl]propanamide

関与物質

役割	名称	HCID	仕込み量
反応物	Sodium t-butoxide	HCID 23676156	—
反応物	3-[3,5-Bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine	HCID 53262186	—
反応物	N-(5-bromoindan-1-yl)propionic acid amide	HCID 59453384	—
触媒	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
触媒	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
溶媒	Toluene	HCID 1140	—
溶媒	Ethyl Acetate	HCID 8857	—
生成物	N-[5-[3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl]indan-1-yl]propanamide	HCID 45377922	72.6%

反応条件

温度	100 °C

反応手順

3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine (0.46 g) and N-(5-bromo-2,3-dihydro-1H-inden-1-yl)propanamide (0.35 g) were dissolved in toluene and deaeration procedure was performed three times under argon atmosphere. Sodium tert-butoxide (0.25 g), Xantphos (0.05 g) and tris(dibenzylideneacetone)dipalladium (0) (chloroform adduct) (0.03 g) were added to the mixture and heated and stirred at 100° C. under argon atmosphere for 2 hours. The solution was cooled to room temperature and the reaction liquid was diluted with ethyl acetate followed by washing with water and brine. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was filtered and separated, the solvent was evaporated off under reduced pressure, and the residue was purified by a silica gel chromatography to obtain N-(5-{3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoro-methyl)pyrrolidin-1-yl}-2,3-dihydro-1H- -inden-1-yl)propanamide (0.51 g).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09206122B2
出典データセット	uspto-grants-2015_12
ORD ID	ord-0f571116a842404e97ff515c87c9012d
出典メモ	uspto-grants-2015_12