Sodium hydride → HCID 10647569, compound

Participants

Reaction Steps

[4-[[3-(2-Amino-2-oxoethyl)-1-decyl-2-methyl-1-H-indol-5-yl]oxy]butanois acid ethyl ester. 1-Decyl-5-hydroxy-2-methyl-1H-indole-3-acetamide (310 mg, 3.35 mmol) was reacted with 96 mg (2.4 mmol) of 50% NaH/mineral oil and then 0.32 mL (2.4 mmol) of ethyl 4-bromobutyrate as described in Example 50, Part D to give a product that was chromatographed on silica gel (eluted with 3% MeOH/methylene chloride) to give 590 mg (55% yield) of [4-[[3-(2-amino-2-oxoethyl)-1-decyl-2-methyl-1-H-indol-5-yl]oxy]butanoic acid ethyl ester, mp, 93-95° C.

Provenance & Evidence