Donepezil → Donepezil methanesulfonate

HRID 1888013Notes

Reaction equation

HRID 1888013 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[CH2:14][CH:13]([CH2:15][CH:16]3[CH2:21][CH2:20][N:19]([CH2:22][C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH2:18][CH2:17]3)[C:11](=[O:12])[C:6]2=[CH:7][C:8]=1[O:9][CH3:10].[CH3:29][S:30]([OH:33])(=[O:32])=[O:31]>C(OCC)(=O)C.C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[CH2:14][CH:13]([CH2:15][CH:16]3[CH2:17][CH2:18][N:19]([CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:20][CH2:21]3)[C:11](=[O:12])[C:6]2=[CH:7][C:8]=1[O:9][CH3:10].[S:30]([O-:33])(=[O:32])(=[O:31])[CH3:29]

Participants

5

Reactant 2

HCID 3152DonepezilHCID 6395Methanesulfonic Acid

Product 1

HCID 131730793Donepezil methanesulfonate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

3.79 g of Donepezil is dissolved in 70 ml of ethyl acetate, and a solution of methanesulfonic acid (0.65 ml) in absolute ethanol (35 ml) is slowly added with stirring at room temperature. The solid precipitated is filtered and dried at 55° C. under vacuum to give the title compound. Melting point: 181.9° C.

Workup

  1. customThe solid precipitated
  2. filtrationis filtered
  3. customdried at 55° C. under vacuum

Sources & evidence

ORD record
ord-2370ae0c7abe44f68a21e0597296cc9f
Source dataset
uspto-grants-2013_08
Patent number
US08501779B2

Reaction notes

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