Water → 1-(2-Cyclopropyl-3-methyl-2H-indazole-5-yl)-4-[[5-(trifluoromethyl)-3-thienyl]methoxy]pyridine-2(1H)-one

To a solution of [5-(trifluoromethyl)thiophen-3-yl]methanol (100 g) in DMA (1363 ml) was added potassium tert-butoxide (61.3 g) at 5° C., and the mixture was stirred at the same temperature for 30 min. To the obtained mixture was added 4-chloro-1-(2-cyclopropyl-3-methyl-2H-indazol-5-yl)pyridin-2(1H)-one (136.5 g), and the mixture was stirred at an inside temperature of 70° C. for 1.5 hr. The reaction mixture was cooled to room temperature, water (1.4 L) was added, and the obtained suspension was stirred overnight. The precipitated solid was collected by filtration, and washed with water (2.8 L), ethanol (540 ml) and diisopropyl ether (500 ml) to give the title compound (168.6 g).

1. stirringthe mixture was stirred at an inside temperature of 70° C. for 1.5 hr
2. stirringthe obtained suspension was stirred overnight
3. filtrationThe precipitated solid was collected by filtration
4. washwashed with water (2.8 L), ethanol (540 ml) and diisopropyl ether (500 ml)

ORD record

ord-240e8396b5f74923b39faa80eca19cee

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09199963B2