HCID 25032952, compound → HCID 59321395, compound

Participants

Reaction Steps

A solution of tert-butyl 4-((3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinamido)methyl)piperidine-1-carboxylate (0.78 g, 1.40 mmol, described in Example 3) in dichloromethane (4 mL) and trifluoroacetic acid (4 mL) was stirred at 23° C. for 1 hour. The reaction was then concentrated to dryness and diluted with 10% water in acetonitrile+0.05% trifluoroacetic acid. This was purified on Preparative HPLC (acetonitrile/water/ammonium acetate) to give the title material (0.292 g, 45%) as a solid. 1H NMR (400 MHz, DMSO-d6) δ ppm: 1.12-1.23 (2H, m), 1.69 (2H, d, J=11.9 Hz), 2.31 (3H, s), 2.56-2.65 (2H, m), 3.08 (2H, d, J=12.4 Hz), 3.15 (2H, t, J=6.19 Hz), 6.86 (1H, d, J=5.31 Hz), 6.92 (1H, s), 7.06 (1H, t, J=5.31 Hz), 7.82 (1H, s), 8.17 (1H, d, J=5.30 Hz), 8.26 (1H, d, J=5.05 Hz), 8.74 (1H, t, J=6.06 Hz). LC/MS (M+H)+: 459. HPLC ret. time (Condition C): 3.333 min.

Provenance & Evidence