Ammonium formate → HCID 46892569, compound

Participants

Reaction Conditions

Reaction Steps

Palladium (8.22 mg, 0.08 mmol) was added to (S)-1-methyl-4-[1-methyl-2-(4-{1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl}phenoxy)ethyl]piperazin-2-one (0.040 g, 0.08 mmol) and ammonium formate (0.146 g, 2.32 mmol) in ethanol (5 mL) at 20° C. The resulting suspension was stirred at 78° C. for 24 hours. The catalyst was filtered off through a pad of diatomaceous earth and the filtrate was concentrated under reduced pressure to give a yellow gum. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% MeOH in DCM. Pure fractions were evaporated to dryness to afford (S)-1-methyl-4-[1-methyl-2-(4-{1-[3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl}phenoxy)ethyl]piperazin-2-one (0.018 g, 44.8%), which was shown by chiral hplc to correspond to the first eluting isomer obtained in Example 55.1.

Provenance & Evidence