New Synthesis of Donepezil Through Palladium‐Catalyzed Hydrogenation Approach

Prescribed drugs containing nitrogen heterocycles: an overview

“…The double bond of 393 was catalytically reduced in the presence of 10% Pd/C in THF provided, donepezil as free base that was further transformed into its hydrochloride salt 394 upon treatment with HCl/ MeOH and isopropyl ether 27% overall yield (Scheme 55, Method A). 439 Alternatively, Elati research group accomplished and reported [440][441][442] a route for the synthesis of donepezil hydrochloride 394. In this strategy, initially, 5,6-dimethoxy-1-indanone 391 was condensed with pyridine-4-aldehyde 395 to afford olenic compound, 5,6-dimethoxy-2-(pyridine-4-yl)methyleneindan-1one 396.…”

“…Alternatively, Elati research group accomplished and reported 440–442 a route for the synthesis of donepezil hydrochloride 394. In this strategy, initially, 5,6-dimethoxy-1-indanone 391 was condensed with pyridine-4-aldehyde 395 to afford olefinic compound, 5,6-dimethoxy-2-(pyridine-4-yl)methyleneindan-1-one 396.…”

An Efficient and Green Synthesis of 1‐Indanone and 1‐Tetralone via Intramolecular Friedel–Crafts Acylation Reaction

“…This compound is an important intermediate in ar eported synthetic pathway of donepezil hydrochloride (Scheme 2), ad rug for treatment of Alzheimer's disease. [46][47][48] Therefore, our research could significantly improve the production of the first intermediate with absolute regioselectivity and, in that manner,d iminish waste. Furthermore, demethylation, which often occurs for methoxy containing starting materials, did not occur.…”

Nickel-Catalyzed Hydrogen-Borrowing Strategy for α-Alkylation of Ketones with Alcohols: A New Route to Branched gem-Bis(alkyl) Ketones

“…We also demonstrated one-step direct synthesis of donepezil 7 from commercially available starting materials (Figure ). Donepezil is a best-selling drug used for the treatment of Alzheimer’s disease . Interestingly, application of 4-cholesten-3-one resulted in α-benzylated product 8 in 53% yield without affecting the parent cholesten moiety (Figure ).…”