Lithium hydroxide, monohydrate → 4-((4-chlorophenyl)(1-methyl-6-oxo-1,6-dihydropyridin-3-ylamino)methyl)-1-(4-methoxybenzyl)-5-methyl-1H-pyrazole-3-carboxylic acid

Participants

Reaction Steps

In a 25-mL flask was introduced ethyl 4-((4-chlorophenyl)(1-methyl-6-oxo-1,6-dihydropyridin-3-ylamino)methyl)-1-(4-methoxybenzyl)-5-methyl-1H-pyrazole-3-carboxylate (Step 1.4) (140 mg, 0.269 mmol) and LiOH.H2O (33.8 mg, 0.806 mmol) in dioxane (2.5 mL) and H2O (1.0 mL). The reaction mixture was stirred for 3 hr at rt, quenched with 0.5N HCl (50 mL), and extracted with EtOAc. The combined organic layers were washed with 0.5N HCl, dried over Na2SO4, and evaporated to dryness to afford the title product (128 mg, 0.260 mmol, 97% yield) as a green solid. tR: 3.94 min (HPLC 1); tR: 0.90 min (LC-MS 2); ESI-MS: 493 [M+H]+ (LC-MS 2).

Provenance & Evidence