反应详情

To a suspension of methyl 4-(methylcarbamoyl)-3-phenylisoxazole-5-carboxylate (35 mg, 0.134 mmol) in MeOH (0.8 mL) and water (0.2 mL) was added LiOH, Hydrate (6.77 mg, 0.161 mmol) and the mixture was allowed to stir at rt for 1 hr. during which time the reaction became homogeneous. The volatiles were removed in vacuo and the residue was partitioned between DCM (20 mL) and saturated potassium bisulfate solution (10 mL). The aqueous layer was extracted with DCM (10 mL) and the combined organic layers were dried (MgSO4) and concentrated to afford 4-(methylcarbamoyl)-3-phenylisoxazole-5-carboxylic acid (33 mg, 0.134 mmol, 100% yield) as a slightly off-white foam. HPLC retention time=0.88 minutes (YMC Combi 4.6×30 mm S-5 ODS column) eluting with 10-90% aqueous methanol+0.1 TFA a 2 minute gradient. MS: (M+H)=247.13.

1. customThe volatiles were removed in vacuo
2. customthe residue was partitioned between DCM (20 mL) and saturated potassium bisulfate solution (10 mL)
3. extractionThe aqueous layer was extracted with DCM (10 mL)
4. dry with materialthe combined organic layers were dried (MgSO4)
5. concentrationconcentrated