Trifluoroacetic acid → HCID 178482099, compound

Participants

Reaction Steps

A solution of compound 124 (0.14 g, 0.310 mmol) in CH2Cl2 (5 mL) was treated with 40% TFA in CH2Cl2 (5 mL) at 0° C. and the resulting solution was stirred at same temperature for 3 h. The solvent was evaporated, crude was diluted with 10% cold NH4OH solution (25 mL) and precipitated solid was filtered off. Crude product was dried and purified by column chromatography (2 M NH3 in MeOH:CH2Cl2, 1:9) to obtain compound 125 (0.095 g, 88%) as a solid. 1H NMR (DMSO-d6) δ 1.36-1.48 (m, 1H), 1.90-1.98 (m, 2H), 2.34 (s, 3H), 2.38-2.64 (m, 4H), 6.07 (brs, 1H), 6.30 (brs, 2H), 6.58 (dd, 1H, J=1.2, 8.4 Hz), 6.81 (s, 1H), 7.09 (t, 1H, J=4.2 Hz), 7.20 (d, 1H, J=2.1 Hz), 7.59 (d, 1H, J=5.1 Hz), 7.68-7.72 (m, 2H), 10.79 (s, 1H); ESI-MS (m/z, %) 351 (MH+, 100), 119(91); ESI-HRMS calculated for C20H23N4S (MH+); calculated: 351.1637; observed: 351.1638.

Provenance & Evidence