Solifenacin → Solifenacin Maleate

HRID 1616252Notes

Reaction equation

HRID 1616252 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C@@H:7]2[N:16]([C:17]([O:19][C@@H:20]3[CH:25]4[CH2:26][CH2:27][N:22]([CH2:23][CH2:24]4)[CH2:21]3)=[O:18])[CH2:15][CH2:14][C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]2=3)=[CH:5][CH:6]=1.[C:28]([OH:35])(=[O:34])/[CH:29]=[CH:30]\[C:31]([OH:33])=[O:32]>C(OC(C)C)(=O)C>[CH:1]1[CH:6]=[CH:5][C:4]([C@@H:7]2[N:16]([C:17]([O:19][C@@H:20]3[CH:25]4[CH2:24][CH2:23][N:22]([CH2:27][CH2:26]4)[CH2:21]3)=[O:18])[CH2:15][CH2:14][C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]2=3)=[CH:3][CH:2]=1.[C:28]([O-:35])(=[O:34])/[CH:29]=[CH:30]\[C:31]([O-:33])=[O:32]

Participants

4

Reactant 2

HCID 154059SolifenacinHCID 444266Maleic Acid

Product 1

HCID 86691620Solifenacin Maleate

Reagents, catalysts & solvents 1

HCID 7915Isopropyl AcetateSolvent

Conditions

Temperature
45 °C

Procedure

6 g of solifenacin base from example 1 was dissolved in 60 ml of isopropyl acetate; 1.92 g of maleic acid was added and the mixture was heated to 45° C. for 15 minutes. The mixture is kept at room temperature overnight. In these conditions a colorless oil is obtained.

Workup

  1. customIn these conditions a colorless oil is obtained

Sources & evidence

ORD record
ord-75636614ca914215b7c4da893fa77b56
Source dataset
uspto-grants-2014_07
Patent number
US08765785B2

Reaction notes

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