Dimethylacetamide → HCID 24983317, compound

Participants

Reaction Conditions

Reaction Steps

A 20 mL scintillation vial was charged with polystyrene-2,3,5,6-tetrafluoro-4-(methylcarbamoyl)phenyl acetate (0.179 g, 0.238 mmol). 4-(2-(3-(Diethylamino)-prop-1-ynyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine (Example 6, Step B 0.022 g, 0.0595 mmol) in DMA (2 mL) was added to the resin, and the mixture was heated at 100° C. with shaking for 96 hours. The reaction was cooled to room temperature and filtered using a vacuum master and Jones tubes. The filtrate was collected in 13 mm test tubes. The resin was washed with DMA (2 mL) making the total volume 4 mL. The crude material was dried using a GeneVac DD-4 set at 50° C. for the chamber and vial holder. Vacuum was set to aqua speed and reached a pressure of 7 mm Hg. The crude oil was purified by reverse phase chromatography (see purification method A, below). The final product was a TFA salt and a yellow oil (6.9 mg, 16%). Final Purity: 97%, LRMS (APCI pos) m/e 412.1 (M+1).

Provenance & Evidence