Sodium Hydroxide → 2-Hydroxy-N-[2-(2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]propanamide
Reaction equation
C([O:4][CH:5]([CH3:24])[C:6]([NH:8][CH2:9][CH2:10][CH:11]1[C:22]2[C:21]3[O:20][C:19]([CH3:23])=[N:18][C:17]=3[CH:16]=[CH:15][C:14]=2[CH2:13][CH2:12]1)=[O:7])(=O)C.[OH-].[Na+]>O1CCCC1>[OH:4][CH:5]([CH3:24])[C:6]([NH:8][CH2:9][CH2:10][CH:11]1[C:22]2[C:21]3[O:20][C:19]([CH3:23])=[N:18][C:17]=3[CH:16]=[CH:15][C:14]=2[CH2:13][CH2:12]1)=[O:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1-methyl-2-{[2-(2-methyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]amino}-2-oxoethyl acetate (70 mg, 0.212 mmol) in tetrahydrofuran (2 mL) was added 1N aqueous sodium hydroxide solution (2 mL), and the mixture was stirred at room temperature for 2 hr. The solvent was evaporated under reduced pressure. The residue was diluted with ethyl acetate, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (52.4 mg, yield 86%).