N,N'-Dimethylethylenediamine → HCID 90417386, compound

Participants

Reaction Conditions

Reaction Steps

The mixture of 5-bromoindolin-2-one (530 mg, 2.5 mmol), N,N′-dimethylethylenediamine (44 mg, 0.5 mmol), ethynylbenzene (274 μl, 2.5 mmol), CuI (48 mg, 0.25 mmol), sodium azide (325 mg, 5 mmol) and sodium ascorbate (99 mg, 0.5 mmol) in EtOH (7 ml), H2O (3 ml) was heated to 80° C. for 18 h. All reagents were re-added and heated to 80° C. for 10 h. After confirming the reaction complete, reaction mixture was cooled to room temperature and EtOH was removed under reduced pressure. 20 ml of water was added and filtered. The filtrate was washed with water and hexane and dried under vacuo to give 5-(4-phenyl-1H-1,2,3-triazol-1-yl)indolin-2-one (450 mg).

Provenance & Evidence