p-Toluenesulfonic acid monohydrate → HCID 71765120, compound

Participants

Reaction Steps

To a suspension of 28.6 mg (0.10 mmol) 7-fluoro-3-[4-(1-hydroxy-1-methyl-ethyl)-phenyl]-2H-pyrrolo[1,2-a]pyrazin-1-one in 0.45 ml ethane-1,2-diol is added 1.7 mg (0.01 mmol) toluene-4-sulfonic acid monohydrate. The reaction mixture is stirred for 5 days at ambient temperature. The reaction mixture is partitioned between water and ethylacetate. The organic phase is dried over sodium sulfate and evaporated. The residue is chromatographed on a silica gel column with cyclohexane/ethyl acetate as eluent to afford 7-fluoro-3-{4-[1-(2-hydroxy-ethoxy)-1-methyl-ethyl]-phenyl}-2H-pyrrolo[1,2-a]pyrazin-1-one as white powder; HPLC/MS 2.17 min (B), [M+H] 331; 1H NMR (400 MHz, DMSO-d6) δ [ppm] 10.99 (s, 1H), 7.68-7.61 (m, 3H), 7.55-7.50 (m, 2H), 7.48 (dd, J=3.4, 1.9 Hz, 1H), 6.77 (d, J=1.9 Hz, 1H), 4.55 (t, J=5.6 Hz, 1H), 3.50 (q, J=5.5 Hz, 2H), 3.19 (t, J=5.6 Hz, 2H), 1.50 (s, 6H).

Provenance & Evidence