Trifluoroacetic acid → HCID 136338260, compound

Participants

Reaction Conditions

Reaction Steps

A glass microwave reaction vessel was charged with benzyl trans-4-fluoro-3-((4-((4-methoxybenzyl)oxy)-6-(1-(tetrahydro-2H-pyran-2-yl)-5-(thiazol-2-yl)-1H-indazol-3-yl)pyrimidin-2-yl)oxy)piperidine-1-carboxylate (racemic) (200 mg, 0.26 mmol) and TFA (2 mL). The reaction was stirred and heated in a microwave reactor at 100° C. for 30 min, then cooled to RT. The solvent was removed and the residue was purified with preparative HPLC (20-100% MeCN in water with 0.1% TFA) to give 2-((trans-4-fluoropiperidin-3-yl)oxy)-6-(5-(thiazol-2-yl)-1H-indazol-3-yl)pyrimidin-4(3H)-one trifluoroacetate (racemic) (20 mg, 15%) as a off white solid. MS (ESI, pos. ion) m/z: 412.8 (M+1); 1H NMR (400 MHz, DMSO-d6): δ 13.90 (s, 1 H), 8.96 (brs, 3 H), 8.07 (d, 1 H, J=9.2 Hz), 7.95 (t, 1 H, J=2.4 Hz), 7.75-7.79 (m, 2 H), 5.63 (s, 1 H), 5.05-5.20 (m, 1 H), 3.70-3.72 (m, 1 H), 3.28-3.40 (m, 1 H), 3.16-3.23 (m, 2 H), 2.15-2.30 (m, 3 H).

Provenance & Evidence