Water → US10266548, Example 35-1

Participants

Reaction Conditions

Reaction Steps

119.176 mg of 2-[1-(4-ethoxy-2,6-difluorobenzyl)-1H-indazol-3-yl]-N-(pyridin-4-yl)pyrimidin-4-amine (5-1, 0.260 mmol, 1. eq.) were dissolved in 2 ml of dry N,N-dimethylformamide. 254.09 mg of cesium carbonate and 39.63 mg of sodium chloro(difluoro)acetate were added and stirred for two hours at 100° C. bath temperature under nitrogen atmosphere. Then the mixture was portioned between water and dichloromethane/isopropanol 4:1. The phases were separated and the aqueous layer (slightly brown) was extracted twice with dichloromethane/isopropanol 4:1. The combined organic layers were washed with brine, dried over a silicone filter and concentrated in vacuo. The residue was purified by flash chromatography to yield 9 mg (0.02 mmol, 6.13%) of the analytically pure target compound.

Provenance & Evidence