Tetrabutylammonium Fluoride → 1-(5-tert-Butyl-2-methyl-2H-pyrazol-3-yl)-3-{(1S,4R)-4-[3-(4-hydroxymethyl-piperidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yloxy]-1,2,3,4-tetrahydro-naphthalen-1-yl}-urea

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Reaction Steps

Tetrabutylammonium fluoride (1M solution in THF, 211 μL, 0.211 mmol) was added to a solution of Intermediate 14f (110 mg, 0.151 mmol) in THF (3 mL) and the reaction mixture was stirred at RT for 1 h. The mixture was diluted with DCM (5 mL) and washed with water (2×5 mL) and brine (5 mL). The organic layer was passed through a phase separator and concentrated in vacuo. The residue was purified by FCC, using 0-10% [2M NH3 in MeOH] in DCM, to afford the title compound (52 mg, 60%). LCMS (Method 3): Rt: 2.91 min, m/z 573 [MH+].

Provenance & Evidence