Hydrochloric Acid → HCID 135448240, compound

Participants

Reaction Steps

To a solution of 2-{5-methyl-2-[(3,4,5-trimethoxyphenyl)amino]imidazo[5,1-f][1,2,4]triazin-7-yl}phenyl acetate (Example 23 below) (26 mg, 0.058 mmol) in 5:1 THF/H2O (4 mL) was added LiOH (30 mg, 1.25 mmol). The reaction was stirred at room temperature for 3 hours then poured into EtOAc (100 mL) and water (20 mL) with aqueous 1 N HCl (2 mL). The aqueous layer was extracted with EtOAc and the combined organic layers then washed with brine, dried over MgSO4, concentrated and purified by silica gel chromatography, eluting with 1% MeOH/DCM to give 2-{5-methyl-2-[(3,4,5-trimethoxyphenyl)amino]-imidazo[5,1-f][1,2,4]triazin-7-yl}phenol (13 mg, (56%)) as a yellow solid. 1H NMR (CDCl3): δ12.73 (s, 1H), 8.94 (dd J=7.87, 1.46 Hz, 1H), 8.86 (s, 1H), 7.31 (m, 1H), 7.09 (d, J=8.06 Hz, 1H), 6.86-6.96 (m, 4H), 3.90 (s, 6H), 3.88 (s, 3H), 2.61 (s, 3H). MS m/z 407 (M+1).

Provenance & Evidence