Abstract
A two-step synthetic strategy affords indole-3-acetylcholine (IAC) from indole-3-acetic acid (IAA) via the intermediacy of 2-dimethylaminoethyl indole-3-acetate. Thus, treatment of indole-3-acetate with 1-dimethylamino-2-chloroethane, followed by methylation with methyl iodide, yields 55–70% recrystallized IAC from IAA. Using the same methodology, six analogues of IAC have been prepared in overall yields ranging from 40 to 60%.
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