Methanol → HCID 58437256, compound

Reaction equation

[CH2:1]([O:3][C:4](=[O:32])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:14](=[CH:15][C:16]([C:20]([O:22]CC4C=CC=CC=4)=[O:21])=[CH:17][CH:18]=3)[C:13]([C:30]#[N:31])=[CH:12]2)=[CH:7][CH:6]=1)[CH3:2].CO>[C].[Pd].O1CCCC1>[CH2:1]([O:3][C:4](=[O:32])[C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:19]3[C:14](=[CH:15][C:16]([C:20]([OH:22])=[O:21])=[CH:17][CH:18]=3)[C:13]([C:30]#[N:31])=[CH:12]2)=[CH:9][CH:10]=1)[CH3:2]

Participants

Procedure

To a solution of 4-(3-cyano-5-benzyloxycarbonylindol-1-yl)benzoic acid ethyl ester (0.16 g) in a mixed solvent of methanol (5 mL) and tetrahydrofuran (5 mL) was added palladium-carbon powder (0.03 g) at 0° C. under an argon atmosphere, and this mixture was stirred at room temperature under a hydrogen atmosphere for 3 hours. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (0.057 g).