Water → HCID 54669964, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)-1-(piperidin-4-yl)azepan-2-one (0.10 g, 0.26 mmol) and DIEA (0.14 mL, 0.78 mmol) in DMF (2 mL) was added 2-chloro-5-ethylpyrimidine (0.11 g, 0.78 mmol). This mixture stirred at 100° C. for 4 hours in a sealed tube. The mixture was poured into water (50 mL) and extracted into ethyl acetate (3×50 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The material was purified by column chromatography using 50% to 100% hexanes/ethyl acetate. The HCl salt was made using HCl in ether to give (S)-1-(1-(5-ethylpyrimidin-2-yl)piperidin-4-yl)-3-(2-fluoro-4-(methylsulfonyl)phenylamino)azepan-2-one hydrochloride (0.055 g, 0.11 mmol, 43%) (APCI POS 490 M+H).

Provenance & Evidence