Potassium Carbonate → HCID 86688095, compound

Participants

Reaction Conditions

Reaction Steps

(S)-1′-(5-chloropyrazin-2-yl)-3-(2,5-difluoro-4-(methylsulfonyl)phenylamino)-1,4′-bipiperidin-2-one (prepared according to the procedure of Example 45) (50 mg, 0.100 mmol) was dissolved in THF (2 mL) and K2CO3 (41.5 mg, 0.300 mmol) and PdCl2(dppf)*CH2Cl2 (8.17 mg, 0.0100 mmol) were added and purged with nitrogen. 1M diethylzinc (110 μL, 0.110 mmol) was added and the reaction was heated to 60° C. for 3 hours. The reaction was cooled to ambient temperature, concentrated in vacuo and purified over silica gel (70 to 90% EtOAc in hexanes) to afford (S)-3-(2,5-difluoro-4-(methylsulfonyl)phenylamino)-1′-(5-ethylpyrazin-2-yl)-1,4′-bipiperidin-2-one (26.8 mg, 0.0543 mmol, 54.3% yield) as a tan solid. Mass spectrum (apci) m/z=494.3 (M+H).

Provenance & Evidence