Trifluoroacetic acid → HCID 178434455, compound

Participants

Reaction Conditions

Reaction Steps

A 100 mL round-bottomed flask was charged with N-(4-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-3-fluorophenyl)-1-methyl-2-oxopyrrolidine-3-carboxamide (14.8 mg, 0.0294 mmol) and 2,2,2-trifluoroacetic acid (335 mg, 2.94 mmol). The reaction mixture was stirred at 60° C. until LC-MS showed that the starting material was consumed. The CF3COOH was removed under reduced pressure and purified the resulting residue was purified by silica gel chromatography (DCM/7 M NH3 in MeOH from 50/1 to 10/1, v/v) to give the desired product (10.2 mg, 90.5%). LRMS (APCI neg) m/e 382 (M−1). 1H NMR (400 MHz, CD3OD) δ 8.25 (d, J=6.0 Hz, 1H), 7.85 (dd, J=12.8, 2.4 Hz, 1H), 7.42 (m, 1H), 7.37 (m, 1H), 6.25 (m, 1H), 3.44-3.59 (m, 2H), 3.31 (m, 1H), 2.90 (s, 3H), 2.71 (s, 3H), 2.44-2.49 (m, 1H), 2.30-2.37 (m, 1H).

Provenance & Evidence