1-Acetylpiperazine → HCID 9848246, compound

Participants

Reaction Conditions

Reaction Steps

(R)-N-[2-Chloro-3-fluoro-4-(ethylsulphonyl)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 15; 2.0 g) was added to a solution of 1-acetylpiperazine (2.0 g, 3 eq) in anhydrous NMP (3 ml) under argon and the mixture was stirred and heated to 147° C. for 24 hours. The reaction mixture was cooled and partitioned between a saturated aqueous solution of ammonium chloride (80 ml) and ether (4×200 ml). The combined ether extracts were washed with brine (200 ml), dried and concentrated to give a gum. The residue was purified by chromatography on a Mega Bond Elut column (50 g) eluting with 0-4% MeOH/DCM to give the title compound (0.895 g) as a white foam. NMR: 1.14 (t, 3H), 1.61 (s, 3H), 2.05 (s, 3H), 2.75-2.82 (m, 1H), 2.94 (brm, 2H), 3.25-3.44 (m, 3H), 3.49-3.56 (q, 2H), 3.85 (d, 1H), 4.39 (d, 1H), 7.94 (d, 1H), 8.07 (brs, 1H), 8.26 (d, 1H), 9.94 (brs, 1H); m/z: 484.

Provenance & Evidence