Water → HCID 22128981, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of N-[2-(2,3-diamino-phenoxy)-ethyl]-2,2,2-trifluoro-N-[3-(1H-indol-3-yl)-propyl]-acetamide (0.5 g, 1.19 mmol) and diimidazole carbonyl (0.39 g, 2.38 mmol) in anhydrous tetrahyrofuran (50 ml) was stirred at 23° C. for 5 hours. The reaction mixture was poured into water and extracted with ethyl acetate (2×250 ml). The organic layer was washed with water (2×250 ml) and brine (200 ml) and dried over anhydrous magnesium sulfate. The resulting product was concentrated to give the crude product. Purification by chromatography (60% ethyl acetate-hexanes) followed by crystallization from ethyl acetate-hexanes afforded 0.44 g (82.9%) of product as yellowish colored solid: mp 180-181° C.; MS EI m/e 446 (M+).

Provenance & Evidence