Donepezil → Donepezil Maleate

HRID 1888065Notes

Reaction equation

HRID 1888065 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].[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33].C(OCCC)CC>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].[C:29]([O-:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([O-:34])=[O:33]

Participants

5

Reactant 3

HCID 3152DonepezilHCID 8114Propyl etherHCID 444266Maleic Acid

Product 1

HCID 24801486Donepezil Maleate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Donepezil (3.79 g, dissolved in 20 ml of ethyl acetate) is slowly added to a solution of maleic acid (0.58 g) in absolute ethanol (5 ml) with stirring at room temperature followed by adding 10 ml of dipropyl ether. The solid precipitated is filtered and dried at 55° C. under vacuum to give the title compound. Melting point: 127.8° C.

Workup

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

Sources & evidence

ORD record
ord-ab2054fdca304cd6a20a606c7b3e49af
Source dataset
uspto-grants-2013_08
Patent number
US08501779B2

Reaction notes

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