HCID 68469477, compound → HCID 58882805, compound

Participants

Reaction Conditions

Reaction Steps

A 50 ml pressure vessel is charged with N′-[3-(2-dimethylamino-ethyl)-1H-indol-5-ylmethylene]hydrazine-carboxylic acid methyl ester (Example 9; 793 mg, 2.74 mmol), ethanol (10.8 ml), and the catalyst (5% Pd/C type E-4522, 158.6 mg). The vessel is sealed and purged with argon (three times), heated in an oil bath to 50° C., and then pressurized with hydrogen (75.4 bar). The stirrer is started (800 rpm), and the hydrogenation allowed to proceed over night. After cooling to ambient temperature the pressure vessel is vented, and the reaction mixture filtered over a pad of Hyflo to remove the catalyst. Removal of the solvent gives the product as a pale yellow residue (707 mg, 88.9%), which is pure by NMR.

Provenance & Evidence