120014-06-4Relevant articles and documents
Industrially scalable synthesis of anti-alzheimer drug donepezil
Gaonkar, Santosh L.,Nadaf,Bilehal, Dinesh,Shetty, Nitinkumar S.
, p. 1999 - 2004 (2017)
This paper describes a simple, efficient and industrially scalable total synthesis of donepezil hydrochloride. The article also reported the X-ray studies of the 2-(1-benzylpiperidin-4-ylmethyliden)-5,6-dimethoxyindan-1-one, an intermediate in the synthesis of donepezil. The crystal structure analysis of 2-(1-benzylpiperidin-4-ylmethyliden)-5,6-dimethoxyindan-1-one shows that it crystallizes in monoclinic class under the space group P121/c1 with cell parameters, a = 17.2992(7) ?, b = 10.1999(4) ?, c = 11.9539(5) ?, β = 103.450(2)°, V = 2051.42(15) ?3 and Z = 4.
New synthesis of donepezil through palladium-catalyzed hydrogenation approach
Elati, Chandrashekar R.,Kolla, Naveenkumar,Chalamala, Subrahmanyeswara Rao,Vankawala, Pravinchandra J.,Sundaram, Venkataraman,Vurimidi, Himabindu,Mathad, Vijayavitthal T.
, p. 169 - 174 (2006)
A new, economical, and efficient process has been developed for large-scale synthesis of donepezil 1, an anti-Alzheimer's drug. The process involves palladium-catalyzed hydrogenation of (2E)-5,6-dimethoxy-2-(pyridin-4- ylmethylene)indan-1-one 6 to provide 5,6-dimethoxy-2-(piperidin-4-ylmethyl) indan-1-one 8 as a key step. Copyright Taylor & Francis LLC.
A metal-free method for the facile synthesis of indanonesviathe intramolecular hydroacylation of 2-vinylbenzaldehyde
He, Guoxue,Ma, Jinyu,Zhou, Jianhui,Li, Chunpu,Liu, Hong,Zhou, Yu
supporting information, p. 1036 - 1040 (2021/02/09)
A facile method for the synthesis of indanones was developed under metal- and additive-free conditions, whereinl-proline served as an efficient and environmentally benign catalyst. Compared with previously synthesized indanones, synthesis by the transition-metal-catalyzed intramolecular hydroacylation of 2-vinylbenzaldehyde provided a more green synthetic pathway to indanone scaffolds with good to excellent yields. More importantly, it could be used to synthsize the anti-AD drug donepezil.
Method for synthesizing donepezil in water
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Paragraph 0012; 0020-0023, (2020/08/17)
The invention discloses a method for synthesizing donepezil. The method comprises the following steps: adding 5,6-dimethoxyindanone, (1-benzyl-4-piperidyl)methanol, a metal iridium catalyst and potassium hydroxide into a reaction vessel, carrying out heating for a reaction for several hours, the carrying out cooling to room temperature, spin-drying a solvent, and carrying out column separation toobtain the target compound. According to the method, under the catalytic action of the metal iridium catalyst, 5,6-dimethoxyindanone reacts with (1-benzyl-4-piperidyl)methanol to directly synthesize donepezil; a commercialized reagent is used as a raw material for the reaction, and alcohol is an environment-friendly and low-toxicity chemical reagent; a by-product of the reaction water, so environmental pollution is avoided; the atom economy of the reaction is high; and reaction is conducted in water. Therefore, the reaction meets the requirements of green chemistry and has a wide development prospect.