Trifluoroacetic acid → HCID 136338256, compound

Participants

Reaction Conditions

Reaction Steps

A glass microwave reaction vessel was charged with benzyl 3-((4-(5-(4-chloro-2-fluorophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-6-((4-ethoxybenzyl)oxy)pyrimidin-2-yl)oxy)-(trans)-4-fluoropiperidine-1-carboxylate (200 mg, 0.25 mmol) and TFA (1 mL). The reaction was stirred and heated in a microwave reactor at 100° C. for 30 min. The solvent was removed in vacuo and the residue was purified with preparative HPLC (eluting with 20-100% MeCN in water with 0.1% TFA) to give 6-(5-(4-chloro-2-fluorophenyl)-1H-indazol-3-yl)-2-((trans-4-fluoropiperidin-3-yl)oxy)pyrimidin-4(3H)-one trifluoroacetate (racemic) (30 mg, 21%) as a off white solid. MS (ESI, pos. ion) m/z: 458.3 (M+1); 1H NMR (400 MHz, DMSO-d6): δ ppm 13.81 (s, 1H), 8.82 (bs, 1H), 8.55 (s, 1H), 7.76 (d, 1 H, J=8.8 Hz), 7.62-7.67 (m, 2H), 7.58 (dd, 1 H, J=8.8, 2 Hz), 7.43 (dd, 1 H, J=6.4, 1.6 Hz), 5.64 (s, 1H), 5.24 (s, 1H), 3.41-3.49 (m, 2H), 3.13-3.20 (m, 2H), 2.18-2.32 (m, 1H), 1.95-2.05 (m, 1H).

Provenance & Evidence