(Diethylamino)sulfur trifluoride → HCID 71765090, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 57.3 mg (0.20 mmol) 7-fluoro-3-[4-(1-hydroxy-1-methyl-ethyl)phenyl]-2H-pyrrolo[1,2-a]pyrazin-1-one in 0.5 ml dichloromethane is cooled to −78° C. Then 105 μl (0.80 mmol) diethylaminosulfurtrifluoride are added. The reaction mixture is allowed to reach room temperature over 30 minutes. The reaction mixture is evaporated and the residue is treated with water and saturated sodium hydrogen carbonate solution. The solids are filtered off and chromatographed on a silica gel column with cyclohexane/ethyl acetate as eluent to afford 7-fluoro-3-[4-(1-fluoro-1-methyl-ethyl)-phenyl]-2H-pyrrolo[1,2-a]pyrazin-1-one as white powder; HPLC/MS 2.60 min (B), [M+H] 289; 1H NMR (400 MHz, DMSO-d6) δ [ppm]11.01 (s, 1H), 7.70-7.63 (m, 3H), 7.53-7.44 (m, 3H), 6.76 (d, J=1.9 Hz, 1H), 1.67 (d, J=22.2 Hz, 6H).

Provenance & Evidence