Trifluoroacetic acid → HCID 178522229, compound

Participants

Reaction Conditions

Reaction Steps

A 50 mL round-bottomed flask was charged with tert-butyl 4-(4-(2-fluoro-4-(2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamido)phenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)piperidine-1-carboxylate (30.0 mg, 0.0393 mmol) (Example 105, step D) and CF3COOH (5 mL). The reaction mixture was stirred at 80° C. overnight. Then the solvent was removed and the residue was purified by silica gel chromatography (DCM/7 M NH3 in MeOH from 50/1 to 10/1, v/v) to afford product (19.5 mg, 91.3%). LRMS (APCI pos): >99% purity, 254 nm, m/e 544 (M+1). 1H NMR (400 MHz, CDCl3+CD3OD, 50/50, v/v) δ 11.94 (s, 1H), 8.42 (m, 1H), 8.28 (m, 2H), 8.00 (m, 1H), 7.62 (m, 2H), 7.46 (m, 1H), 7.35 (m, 1H), 7.24-7.32 (m, 2H), 6.16 (d, 1H), 3.64 (m, 1H), 3.50 (m, 2H), 3.14 (m, 2H), 2.38 (m, 2H), 2.25 (m, 2H).

Provenance & Evidence