Sodium hydride → 4-(1-Benzyl-3-carbamoylmethyl-2-ethyl-1H-indol-5-yloxy)-butyric acid ethyl ester

Participants

Reaction Steps

2-Ethyl-5-hydroxy-1-(phenylmethyl)-1H-indole-3-acetamide (308 mg, 1 mmol) was reacted with 40 mg (1 mmol) of 60% NaH/mineral oil and then with 0.15 mL (1 mmol) of ethyl 4-bromobutyrate as described in Example 56. Part D to give a product that was chromatographed on silica gel eluting with 50% EtOAc/hexane to give 231 mg (55% yield) of [4-[[3-(2-amino-2-oxoethyl)-2-ethyl-1-(phenylmethyl)-1-H-indol-5-yl]oxy]butanoic acid ethyl ester.

Provenance & Evidence