Quinoline-3-boronic acid → 3-(3,5-Difluorophenyl)-6-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}-2-(quinolin-3-yl)-1H-inden-1-one

Participants

Role	Name	HCID	Charge
Reactant	Quinoline-3-boronic acid	HCID 2734663	—
Reactant	6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one	HCID 70307620	—
Reactant	2-Bromo-3-(3,5-difluorophenyl)-6-(2-(4-(methylsulfonyl)piperazin-1-yl)ethoxy)-1H-inden-1-one	HCID 70310094	—
Product	3-(3,5-Difluorophenyl)-6-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}-2-(quinolin-3-yl)-1H-inden-1-one	HCID 67610395	62%

Reaction Steps

The procedure of Step 7 of Example 1 was repeated except for using 2-bromo-3-(3,5-difluorophenyl)-6-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}-1H-inden-1-one obtained in Step 1 as a starting material instead of 6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one, 3-quinolinylboronic acid instead of 3-pyridinylboronic acid, and being purified by silica gel column chromatography (EtOAc/CH2Cl2=1:1) to obtain the title compound (62%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08877747B2
Source dataset	uspto-grants-2014_11
ORD ID	ord-45ceb5350e5b46a6804351067add7751
Source note	uspto-grants-2014_11