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

HRID 746658

Reaction equation

HRID 746658 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]>C(O)C>[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]

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 702EthanolSolvent

Procedure

Tolterodine free base (5.0 gm) is dissolved in ethanol (75 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-a6760cbb426c4e7ea503d0f6ac02f7ed
Source dataset
uspto-grants-2008_07
Patent number
US07393874B2

Linked notes

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