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Science paper Continuous flow synthesis of N,N-dimethyltryptamine (DMT) analogues with therapeutic potential

Pure science papers to share and discuss.
a truly fascinating read, and i thought i'd share it with the like-minded. hopefully SWIM finds inspiration herein:

Continuous flow synthesis of N,N-dimethyltryptamine (DMT) analogues with therapeutic potential - PMC

Continuous flow synthesis of N,N-dimethyltryptamine (DMT) analogues with therapeutic potential

Andreas Simoensa, Andreas Dejaegerea, Marthe Vandeveldea, Christian V Stevensa,


PMCID: PMC11533055 PMID: 39502869

Abstract


Herein, we describe the continuous flow synthesis and in-line extraction of N,N-dimethyltryptamine (DMT) and several of its analogues using a Fischer indole reaction, along with a larger gram scale synthesis (4.75 g) of the model compound. These products could then be quickly transformed into their respective fumarate salts, making them easier to handle and stable for long time storage using a straightforward batch procedure. Additionally, the commercially available drug rizatriptan benzoate could be synthesised with high purity using this setup. The presented method employs relatively green solvents both for the synthesis and purification of the target products.
 
Nice find👍

So the paper states,
“Initially, we sought to optimise a Fischer indole reaction between two readily available starting products, phenylhydrazine hydrochloride and 4-(dimethylamino)butyraldehyde diethyl acetal”

Page 7

These are not really diy chemicals, or are you inspired by something else?

Ow and SWIMMING is not something we do here and is more an activity for in pools 😋
 
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Thanks for posting. The advanced chemists here are not unfamiliar with this simple and elegant Fischer indole route. The continuous-flow aspect is an innovative addition - thanks, Belgium :D

I guess the next step is to devise a kitchen-friendly synthesis of the aminoacetal, particularly with some other alkyl substituents on the amino group. Unfortunately, phenylhydrazines will never be kitchen-friendly though. Some of the youtube chemists have made it, it's not that difficult via diazotisation and reduction but all of the intermediates are toxic.
 
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