反应详情

Methyl 2-(5-cyclopropyl-6-((tetrahydrofuran-2-yl)methoxy)picolinamido)-2-ethylbutanoate (60 mg, 154 μmol, Example 233) and lithium hydroxide hydrate (7.74 mg, 184 μmol) were dissolved in a mixture of THF (600 μL) and water (150 μL). The reaction mixture was stirred for 48 h at ambient temp. Additional sodium hydroxide (24.6 mg, 614 μmol) was added and stirring was continued at 70° C. for additional 3 d. The mixture was poured onto ice water/brine/1N HCl (25 mL) and extracted with EtOAc (2×30 mL). The combined extracts were washed with ice water/brine (25 mL) and dried over Na2SO4. Concentration in vacuo afforded the title compound (49 mg, 85%) as a light yellow waxy solid. MS: 375.3 [M−H]−.

1. stirringstirring
2. waitwas continued at 70° C. for additional 3 d
3. additionThe mixture was poured onto ice water/brine/1N HCl (25 mL)
4. extractionextracted with EtOAc (2×30 mL)
5. washThe combined extracts were washed with ice water/brine (25 mL)
6. dry with materialdried over Na2SO4
7. concentrationConcentration in vacuo