HCID 90386419, compound → HCID 178514684, compound

Participants

Reaction Conditions

Reaction Steps

5-(4-(Benzylamino)-5-phenylpyrrolo[2,1-f][1,2,4]triazin-2-yl)-N-(tert-butyl)-2-((4-methoxybenzyl)oxy)pyridine-3-sulfonamide (0.100 g, 0.154 mmol) was dissolved in TFA (25 mL) and stirred for 6 h at 60° C. TFA was removed under reduced pressure and reaction mixture was diluted with saturated sodium bicarbonate (100 mL) and extracted with ethyl acetate (3×30 mL). The combined organic extracts were dried over sodium sulfate, filtered and evaporated under reduced pressure to give a residue which was purified by preparative HPLC (Condition B-70 as described in general methods) to get 5-(4-(benzylamino)-5-phenylpyrrolo[2,1-f][1,2,4]triazin-2-yl)-2-hydroxypyridine-3-sulfonamide (20.0 mg, 27.5%). LCMS Condition B-38: retention time 2.48 min, [M−1]=471.0. HPLC Condition B-6: retention time 15.64 min, Purity 99.67%. 1H NMR (400 MHz, DMSO-d6) δ 4.75 (d, J=8.0 Hz, 2H), 6.61 (t, J=8.0 Hz, 1H), 6.74 (d, J=4.0 Hz, 1H), 7.03 (s, 2H), 7.24-7.28 (m, 1H), 7.32-7.39 (m, 5H), 7.44-7.52 (m, 4H), 7.87 (d, J=2.8 Hz, 1H), 8.42 (d, J=4.0 Hz, 1H), 8.77 (d, J=4.0 Hz, 1H), 12.70 (s, 1H).

Provenance & Evidence