Trifluoroacetic acid → HCID 59304297, compound

Participants

Reaction Conditions

Reaction Steps

A 100 mL round-bottomed flask was charged with N-(4-(1-(4-methoxybenzyl)-3-(pyrrolidin-3-ylamino)-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorophenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide (40.8 mg, 0.0614 mmol) and CF3COOH (5 mL). The reaction mixture was stirred at 80° C. overnight. 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 give product, which was further purified by preparative HPLC to afford product (1.9 mg, 5.68%). LRMS (APCI pos): m/e 545 (M+1). 1H NMR (400 MHz, CD3OD δ 11.96 (s, 1H), 8.36 (d, 1H), 8.31 (d, 1H), 8.19 (d, 1H), 8.04 (dd, 1H), 7.68 (m, 2H), 7.51 (d, 1H), 7.40 (t, 1H), 7.29 (m, 2H), 6.16 (d, 1H), 4.48 (m, 1H), 3.56 (m, 3H), 3.39 (m, 1H), 2.42 (m, 1H), 2.32 (m, 1H).

Provenance & Evidence