Almotriptan synthesis

Scheme 21. Synthesis of almotriptan (5) using the Grandberg modification of the Fischer indole reaction.

Lastly, a formal synthesis of almotriptan (5) has been published by the Bosch group in Spain using an intramolecular Heck approach (Scheme 23). lodination of aniline 58 with bis(pyridine)iodonium(I) tetrafluoroborate followed by reaction with trifluoroacetic anhydride (TFAA) gave the o-iodotrifluoroacetanilide 66. Alkylation of 66 with methyl 4-bromocrotonate afforded 67, which underwent palladium catalyzed... 

Introduction 12.2 Synthesis of sumatriptan 12.3 Synthesis of zolmitriptan 12.4 Synthesis of naratriptan 12.5 Synthesis of rizatriptan 12.6 Synthesis of almotriptan 12.7 Synthesis of frovatriptan 12.8 Synthesis of eletriptan 12.9 References... 

The Heck reactions have been explored in the synthesis of the drugs naratriptan, rizatriptan, almotriptan, and eletriptan on laboratory scale however, none of them have been explored on an industrial scale. 

The synthesis of almotriptan (18), another triptan in the marketplace as an antimigraine drug, involved the Pd-catalyzed Heck cyclization of 17 with concomitant elimination of a trifluoroacetyl group [78]. 

In a synthesis of another anti-migraine agent almotriptan (Axert), the Mori-Ban indole synthesis was the key operation to construct the indole... 

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