反应详情

(S)-Methyl 5-(3,3-dimethylbut-1-ynyl)-3-(N-isopropyl-4-methylcyclohex-3-enecarboxamido)thiophene-2-carboxylate (123 mg, 0.31 mmol) was dissolved in THF (2 mL). Water (0.5 mL), methanol (0.5 mL) and lithium hydroxide (129 mg, 3.1 mmol) were added. The mixture was sealed and heated to 45 deg C. for 30 min. After an additional 1 h at ambient temperature, the mixture was treated with 10% HCl (until the pH was less than 3) and partitioned between water and ethyl acetate. The organic layer was separated, dried over sodium sulfate (anhyd) and the residue was purified by reverse phase HPLC to give the title compound, 41 mg (35% yield): MS (m/z): 388.0 [M+H]+; HPLC retention time 4.59 min (2-98% acetonitrile: water with 0.05% trifluoroacetic acid).

1. customThe mixture was sealed
2. temperatureheated to 45 deg C
3. waitAfter an additional 1 h at ambient temperature
4. custompartitioned between water and ethyl acetate
5. customThe organic layer was separated
6. dry with materialdried over sodium sulfate (anhyd)
7. customthe residue was purified by reverse phase HPLC