Donepezil → Donepezil Maleate

HRID 1888064

Reaction equation

HRID 1888064 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[CH3:9][O:10][C:11]1[CH:12]=[C:13]2[CH2:22][CH:21]([CH2:23][CH:24]3[CH2:29][CH2:28][N:27]([CH2:30][C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[CH2:26][CH2:25]3)[C:19](=[O:20])[C:14]2=[CH:15][C:16]=1[O:17][CH3:18].C(OCCC)CC>C(OCC)(=O)C>[CH3:9][O:10][C:11]1[CH:12]=[C:13]2[CH2:22][CH:21]([CH2:23][CH:24]3[CH2:25][CH2:26][N:27]([CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[CH2:28][CH2:29]3)[C:19](=[O:20])[C:14]2=[CH:15][C:16]=1[O:17][CH3:18].[C:1]([O-:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([O-:6])=[O:5]

Participants

5

Reactant 3

HCID 3152DonepezilHCID 8114Propyl etherHCID 444266Maleic Acid

Product 1

HCID 24801486Donepezil Maleate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Maleic acid (1.161 g, dissolved in 10 ml of 2-propanol) is slowly added to a solution of Donepezil (3.79 g) in ethyl acetate (20 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: 126.8° C.

Workup

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

Sources & evidence

ORD record
ord-32da11b15fde4c9cb03ca14a19bc2d79
Source dataset
uspto-grants-2013_08
Patent number
US08501779B2

Linked notes

Loading…