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2,3-Dihydroxybutanedioic Acid → (R)-2-(3-(Diisopropylamino)-1-phenylpropyl)-4-methylphenol 2,3-dihydroxysuccinate

HRID 746659
Notes
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Reaction equation

HRID 746659 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([OH:24])=[C:6]([C@@H:8]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:9][CH2:10][N:11]([CH:15]([CH3:17])[CH3:16])[CH:12]([CH3:14])[CH3:13])[CH:7]=1.[C:25]([OH:34])(=[O:33])[CH:26]([CH:28]([C:30]([OH:32])=[O:31])[OH:29])[OH:27]>CC(C)=O>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([OH:24])=[C:6]([C@@H:8]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:9][CH2:10][N:11]([CH:12]([CH3:14])[CH3:13])[CH:15]([CH3:16])[CH3:17])[CH:7]=1.[CH:26]([OH:27])([C:25]([OH:34])=[O:33])[CH:28]([OH:29])[C:30]([OH:32])=[O:31]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8752,3-Dihydroxybutanedioic AcidHCID 443879Tolterodine

Product 1

HCID 9847786(R)-2-(3-(Diisopropylamino)-1-phenylpropyl)-4-methylphenol 2,3-dihydroxysuccinateYield 68.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Tolterodine free base (5.0 gm) is dissolved in acetone (80 ml) and tartaric acid (3.0 gm) is added to the solution. Then the contents are stirred for 2 hours at 25° C. to 30° C. and filtered to give 5.0 gm of tolterodine tartrate form I.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-72c52d7154c8450db753f253b4b7bb4a
Source dataset
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07393874B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes