Lithium Hydroxide → HCID 54596739, compound

Participants

Reaction Steps

To a solution of methyl 1-(2-hydroxy-4-(2-(2-methoxyethoxy)ethoxy)phenyl)-1H-pyrazole-3-carboxylate 4 (70 mg, 0.208 mmol, 1.00 equiv) in methanol (10 mL), LiOH (50%, 6 mg, 0.250 mmol, 1.20 equiv) was added. The resulting solution was stirred overnight at room temperature. The solvent was concentrated under vacuum, the residue was applied onto a silica gel column and eluted with DCM/MeOH (3/1). This resulted in 60 mg (89%) of 1-(2-hydroxy-4-(2-(2-methoxyethoxy)ethoxy)-phenyl)-1H-pyrazole-3-carboxylic acid 5 as a green oil. 1H NMR (300 MHz, CDCl3, n=2): δ 8.00-8.10 (m, 1H), 7.35-7.60 (m, 1H), 6.85-7.00 (m, 1H), 6.30-6.70 (m, 2H), 4.10-4.15 (m, 2H), 3.70-3.85 (m, 2H), 3.45-3.70 (m, 4H), 3.43 (s, 3H). LC-MS: m/z=323 (MH)

Provenance & Evidence