Lithium Hydroxide → HCID 51034187, compound

Participants

Reaction Steps

2 M Lithium hydroxide (554 μL, 1.11 mmol) was added to a solution of 4-(3,5-diisopropoxy-4-ethoxybenzamido)-2-fluorobenzoate (3) (320 mg, 0.740 mmol) in THF (5 mL) and the mixture was stirred at RT for 20 h. The mixture was partitioned between 1M HCl (5 mL) and DCM (10 mL) and the phases were separated. The organic solvent was removed in vacuo and the residue was purified by silica gel chromatography (40 g, 0-20% IPA in isohexane) to afford 4-(3,5-diisopropoxy-4-ethoxybenzamido)-2-fluorobenzoic acid (AAA-064) as a white solid (176 mg, 56%): m/z 420 [M+H]+ (ES+), 418 [M−H]− (ES−). 1H-NMR (400 MHz, DMSO-d6) δ: 13.03 (1H, br s), 10.45 (1H, s), 7.88 (1H, t), 7.81 (1H, dd), 7.61 (1H, dd), 7.22 (2H, s), 4.65 (2H, sep), 4.00 (2H, q), 1.29 (12H, d), 1.26 (3H, t).

Provenance & Evidence