Hydrochloric Acid → HCID 58529601, compound

Participants

Reaction Steps

To a solution of 5-(2-benzyl-2H-indazol-6-yl)-7-(4-{[tert-butyl(dimethyl)silyl]oxy}butyl)pyrrolo[2,1-f][1,2,4]triazin-4-amine (3.00 g, 5.70 mmol) in 95% aqueous ethanol (30 mL) was added concentrated hydrochloric acid (500 μL). The reaction was stirred (rt) for 1 h. The mixture was basified (pH 8) with the addition of saturated aqueous NaHCO3 solution and was evaporated to remove volatiles. The aqueous mixture was extracted with ethyl acetate (3×25 mL) and the combined organics were washed with brine, dried (Na2SO4) and concentrated to afford 2.54 g (97%) of the desired product, which contained minor impurities. 1H NMR (300 MHz, DMSO-d6) δ 8.57 (s, 1 H), 7.91 (s, 1 H), 7.82 (d, 1 H), 7.61 (s, 1 H), 7.40-7.29 (m, 5 H), 7.17 (dd, 1 H), 6.62 (s, 1 H), 5.68 (s, 2 H), 4.43 (t, 1 H), 3.46 (q, 2 H), 2.92 (t, 2 H), 1.82-1.71 (m, 2 H), 1.60-1.50 (m, 2 H); ES-MS m/z 413.4 [M+H]+, HPLC RT (min) 2.50.

Provenance & Evidence