反应详情

4-{4-[5-(3-tert-Butyl-phenylcarbamoyl)-pyridin-2-yl]-piperazin-1-yl}-benzoic acid ethyl ester (50 mg, 0.11 mmol) in THF (10 mL) and water (2 mL) was treated with LiOH monohydrate (8.6 mg, 0.22 mmol). After stirring at rt for 4 h the mixture was treated with another portion of LiOH monohydrate (9 mg, 0.22 mmol) and the mixture was stirred at 50° C. for 16 h. The mixture was then cooled and partitioned between EtOAc and water. The acidity of the water layer was adjusted to pH 5 with 1N aqueous HCl. The water layer was extracted twice more with EtOAc and the combined EtOAc layer was dried, filtered and concentrated. The residue was chromatographed on a silica gel column with 0-3% MeOH in CH2Cl2 gradient to afford the product (6 mg; Yield: 13%). HRMS m/z calcd for C27H30N4O3 [M+H]+: 459.2391. Found: 459.2388.

1. stirringthe mixture was stirred at 50° C. for 16 h
2. temperatureThe mixture was then cooled
3. custompartitioned between EtOAc and water
4. extractionThe water layer was extracted twice more with EtOAc
5. dry with materialthe combined EtOAc layer was dried
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was chromatographed on a silica gel column with 0-3% MeOH in CH2Cl2 gradient
9. customto afford the product (6 mg; Yield: 13%)