Potassium Carbonate → (S)-1-(1-(5-ethylpyrazin-2-yl)piperidin-4-yl)-3-(2-fluoro-5-methyl-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one

Participants

Reaction Conditions

Reaction Steps

(S)-1-(1-(5-Chloropyrazin-2-yl)piperidin-4-yl)-3-(2-fluoro-5-methyl-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (Example 1; 320 mg, 0.664 mmol) was dissolved in THF (6 mL) and K2CO3 (275 mg, 1.99 mmol) and PdCl2(dppf)*CH2Cl2 (54.2 mg, 0.0664 mmol) were added and purged with nitrogen. Diethylzinc (1 M in THF; 797 μL, 0.797 mmol) was added and the reaction heated to 60° C. for 1 hour. The reaction was cooled to ambient temperature, partitioned between water and EtOAc, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified over silica gel (100% EtOAc) to afford (S)-1-(1-(5-ethylpyrazin-2-yl)piperidin-4-yl)-3-(2-fluoro-5-methyl-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (175 mg, 0.368 mmol, 55.4% yield) as a tan solid. Mass spectrum (apci) m/z=476.3 (M+H).

Provenance & Evidence