A method for the synthesis of n-methyl-5-methoxytryptamine

By using a synthesis method based on zinc chloride and quaternary ammonium salt catalysts, the safety hazards and high costs of N-methyl-5-methoxytryptamine synthesis in existing technologies have been solved, enabling industrial production with high purity and high yield.

CN117342994BActive Publication Date: 2026-07-21HEBEI WEIDAKANG BIOTECHNOLOGY CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
HEBEI WEIDAKANG BIOTECHNOLOGY CO LTD
Filing Date
2023-10-10
Publication Date
2026-07-21

AI Technical Summary

Technical Problem

The existing synthesis process for N-methyl-5-methoxytryptamine has problems such as significant safety hazards, harsh reaction conditions, high cost, low yield, and low purity, making it difficult to achieve industrial-scale production.

Method used

Using 5-methoxytryptamine as a raw material, under nitrogen atmosphere, with zinc chloride and quaternary ammonium salt catalysts as catalysts and sodium triacetoxyborohydride as a reducing agent, N-methyl-5-methoxytryptamine was synthesized by reacting with formaldehyde. By controlling the reaction temperature and pH value, the monomethylation selectivity and the forward reaction equilibrium were improved.

Benefits of technology

The synthesis of N-methyl-5-methoxytryptamine was achieved with simple process, mild conditions, high yield, high purity and low cost. The product purity reached more than 99.4%, the impurity content was less than 0.1%, and the yield reached more than 98.5%.

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Abstract

The application relates to a synthesis method of N-methyl-5-methoxytryptamine, which comprises the following steps: dissolving 5-methoxytryptamine in anhydrous methanol under a nitrogen environment, then cooling, adding a sodium methoxide solution to adjust the pH to 8-9 under ice-bath stirring, adding acetic acid to adjust the pH to 5-6, then adding zinc chloride and sodium triacetoxyborohydride, then adding a formaldehyde solution dropwise, after dropwise addition is completed, the reaction solution is warmed to room temperature and kept for 1.5 h, heating and warming to 45 DEG C-50 DEG C are continued, keeping for 0.5 h, adding an alkali solution dropwise to the reaction solution to adjust the pH to 8-9, and terminating the reaction; filtering, removing methanol water from the filtrate through reduced-pressure distillation, then diluting with ice water, extracting with toluene for 2-4 times, combining the toluene extraction liquid, and again concentrating through reduced-pressure distillation to remove toluene; and obtaining N-methyl-5-methoxytryptamine. The application has the advantages of simple process, mild conditions, high yield and high purity, cheap raw materials, and low production cost.
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