1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 10109961, compound

Participants

Reaction Steps

Indole-5-carboxylic acid (177 mg, 1.1 mmole) and 4-butyryl-4-phenylpiperidine (231 mg, 1.0 mmole) were dissolved in 10 ml dichloromethane. To this solution was added catalytic DMAP and EDCI (330 mg, 1.1 mmole). The resulting solution was then stirred at room temperature overnight. The reaction was worked up by washing sequentially with 1N HCl, saturated sodium bicarbonate, and saturated sodium chloride. The compound was then purified by flash chromatography on silica gel (40:1 CHCl3/MeOH). 1H NMR (300 Mhz, CDCl3) δ 8.60 (s, 1H), 7.66 (d, 1H), 7.38-7.18 (m, 8H), 6.53 (d, 1H), 4.28 (bs, 1H), 3.67 (bs, 1H), 3.39 (t, 2H), 2.42 (bs, 2H), 2.18 (m, 3H), 1.88 (bs, 1H), 1.41 (m, 2H), 0.66 (t, 3H).

Provenance & Evidence