1372607-34-5Relevant academic research and scientific papers
Regioselective reduction of 3-substituted N -acylpyrazinium salts toward the synthesis of 1,2-dihydropyrazines
Williams, Alfred L.,St. Hilaire, Valentine R.,Lee, Tina
, p. 4097 - 4102 (2012)
The regioselective reduction of 3-substituted N-acylpyrazinium salts with n-Bu3SnH has been developed for the synthesis of 3-substituted 1,2-dihydropyrazines in yields of 56-94%. Substitution of the pyrazinium salts with electron-donating group
A palladium-catalyzed intramolecular Heck/Hydrogenation approach towards the synthesis of praziquantel
Williams, Alfred L.,St. Hilaire, Valentine R.
, p. 6712 - 6717 (2017/10/25)
Starting from 3-methoxy N-acylpyrazinium salts, a new approach towards the synthesis of the antischistosomal drug praziquantel (PZQ) has been developed. Utilization of a palladium-catalyzed intramolecular Heck reaction to form dehydro-PZQ followed by a Hydrogenation step, in a stepwise or one-pot manner, allowed for the gram scale synthesis of PZQ in 4 or 5 steps and in good overall yields. This methodology proved to be well suited for generating the pyrazino[1,2-a] isoindole and pyrazino[1,2-a] benzazepine analogues of PZQ.
