Donepezilbenzyl bromide

Base Information

• Chemical Name: Donepezilbenzyl bromide
• CAS No.: 844694-85-5
• Molecular Formula: Br*C₃₁H₃₆NO₃
• Molecular Weight: 550.536
• UNII: 2L83S3XLZA
• Wikidata: Q27254890
• Mol file: 844694-85-5.mol

Synonyms:844694-85-5;Donepezilbenzyl bromide;Donepezil Benzyl Bromide (Donepezil Impurity);Donepezil benzyl bromide;(+/-)-Donepezilbenzyl bromide;2L83S3XLZA;Donepezil Benzyl Bromide Impurity;2-[(1,1-dibenzylpiperidin-1-ium-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one;bromide;Piperidinium, 4-((2,3-dihydro-5,6-dimethoxy-1-oxo-1H-inden-2-yl)methyl)-1,1-bis(phenylmethyl)-, bromide (1:1);1,1-Dibenzyl-4-((5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)methyl)piperidin-1-ium bromide;UNII-2L83S3XLZA;1,1-Dibenzyl-4-[(5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)methyl]-1-piperidinium Bromide;2-[(1,1-Dibenzylpiperidin-1-ium-4-yl)methyl]-5,6-dimethoxy-2,3-dihydroinden-1-one,bromide;Donepezil impurity, donepezilbenzyl bromide- [USP];AMY38946;Donepezil hydrochloride impurity, donepezilbenzyl bromide- [USP];MFCD16294188;AKOS030255252;SY248492;CS-0456146;FT-0667768;A1-06474;Q27254890;DONEPEZIL IMPURITY, DONEPEZILBENZYL BROMIDE- [USP IMPURITY];1,1-Dibenzyl-4-[(5,6-dimethoxy-1oxo-2,3-dihydro-1H-inden-2-yl)methyl]piperidinium Bromide;DONEPEZIL HYDROCHLORIDE IMPURITY, DONEPEZILBENZYL BROMIDE- [USP IMPURITY];1,1-Dibenzyl-4-((5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)methyl)piperidin-1-iumbromide;1,1-dibenzyl-4-((5,6-dimethoxy-1-oxo-2,3-dihydro-1H-inden-2-yl)methyl)piperidinium bromide;4-[(2,3-Dihydro-5,6-dimethoxy-1-oxo-1H-inden-2-yl)methyl]-1,1-bis(phenylmethyl) Piperidinium Bromide

Chemical Property of Donepezilbenzyl bromide

Chemical Property:

• Melting Point: 191-196°C
• PSA: 35.53000
• LogP: 3.03890
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 549.18786
• Heavy Atom Count: 36
• Complexity: 653

Purity/Quality:

99.0% Min ^*data from raw suppliers

DonepezilBenzylBromide(DonepezilImpurity) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)CC(C2=O)CC3CC[N+](CC3)(CC4=CC=CC=C4)CC5=CC=CC=C5)OC.[Br-]

Technology Process of Donepezilbenzyl bromide

There total 7 articles about Donepezilbenzyl bromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

benzyl bromide (100-39-0) + donepezil hydrochloride (142057-77-0) → 1,1-dibenzyl-4-(5,6-dimethoxy-1-oxo-indan-2-ylmethyl)-piperidinium; bromide (844694-85-5)

Guidance literature:

2,3-dihydro-5,6-dimethoxy-2-[[1-(phenylmethyl)-4-piperidinyl]methyl]-1H-inden-1-one hydrochloride; With sodium hydroxide; In dichloromethane; water monomer;

benzyl bromide; In dichloromethane; water monomer; Reflux;

Reference yield:

benzyl bromide (100-39-0) + debenzyldonepezil (120014-30-4) → 1,1-dibenzyl-4-(5,6-dimethoxy-1-oxo-indan-2-ylmethyl)-piperidinium; bromide (844694-85-5) + donepezil (120014-06-4,142057-79-2,142057-80-5,142698-19-9)

Guidance literature:

With sodium carbonate; In methanol; isopropyl alcohol; at 60 - 65 ℃; for 11h;

DOI:10.1080/00397910500334231

Reference yield:

benzyl bromide (100-39-0) + donepezil (120014-06-4,142057-79-2,142057-80-5,142698-19-9) → 1,1-dibenzyl-4-(5,6-dimethoxy-1-oxo-indan-2-ylmethyl)-piperidinium; bromide (844694-85-5)

Guidance literature:

With sodium carbonate; In methanol; isopropyl alcohol; at 65 - 70 ℃; for 7 - 8h;

upstream raw materials:

benzyl bromide

debenzyldonepezil

pyridine-4-carbaldehyde

5,6-dimethoxy-1-indanone

Refernces

• 1、 Elati, Chandrashekar R.,Kolla, Naveenkumar,Chalamala, Subrahmanyeswara Rao,Vankawala, Pravinchandra J.,Sundaram, Venkataraman,Vurimidi, Himabindu,Mathad, Vijayavitthal T.. "New synthesis of donepezil through palladium-catalyzed hydrogenation approach". . p. 169 - 174. Retrieved 2007/10/03.