keep in mind if your trying some kind of hydride - formaldehyde type methylation, especially in acidic conditions, you risk forming cyclized side products.

tryptoline is a strong ssri

and N-methyl-tryptoline, in particular, is thought to be highly neurotoxic agent, similar to MPTP. Which itself results in permanent damage to the brain in the form of Parkinsons disease.

thought I might add that in the interest of harm-reduction.

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as its been said before, this forum is top-notch quality for a reason, there are knowledgeable members on this board from all avenues, including synthetic chemistry. Just because it is not discussed doesn't mean it isn't researched.