C(=O)(O)[O-].[Na+].[CH:6]1([C:9]([N:11]2[CH2:23][CH2:22][C:21]3[C:20]4[C:15](=[CH:16][CH:17]=[C:18]([O:24][CH3:25])[CH:19]=4)[NH:14][C:13]=3[C:12]2=[CH2:26])=[O:10])[CH2:8][CH2:7]1>C(OCC)(=O)C.[Pd]>[CH:6]1([C:9]([N:11]2[CH2:23][CH2:22][C:21]3[C:20]4[C:15](=[CH:16][CH:17]=[C:18]([O:24][CH3:25])[CH:19]=4)[NH:14][C:13]=3[CH:12]2[CH3:26])=[O:10])[CH2:7][CH2:8]1Sodium bicarbonate (500 mg) and 10% palladium-on-charcoal are added to a solution of cyclopropyl (6-methoxy-1-methylene-2,3,4,9-tetrahydro-1H-β-carbolin-2-yl)-methanone (500 mg) in ethyl acetate (150 mL). The mixture is stirred overnight under a hydrogen atmosphere. After filtration and washing of the palladium with a chloroform/methanol solution, the product is recrystallized from ethyl acetate and the cyclopropyl(6-methoxy-1-methyl-2,3,4,9-tetrahydro- 1H-β-carbolin-2-yl)methanone is obtained (72% yield).
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