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Succinic Acid → HCID 22141183, compound

HRID 1826399
Notes
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Reaction equation

HRID 1826399 reaction equation
[CH3:1][C:2]1([C:17]2[CH:18]=[C:19]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[CH:20]=[CH:21][CH:22]=2)[CH:7]2[CH:3]1[CH2:4][N:5]([CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:6]2.[C:28]([OH:35])(=[O:34])[CH2:29][CH2:30][C:31]([OH:33])=[O:32]>>[C:28]([OH:35])(=[O:34])[CH2:29][CH2:30][C:31]([OH:33])=[O:32].[CH3:1][C:2]1([C:17]2[CH:18]=[C:19]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[CH:20]=[CH:21][CH:22]=2)[CH:7]2[CH:3]1[CH2:4][N:5]([CH2:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:6]2
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 1110Succinic AcidHCID 9864893HCID 9864893, compound

Product 1

HCID 22141183HCID 22141183, compoundYield 54.3%

Conditions

Temperature
10 °C

Procedure

A solution of N-(3-{6-methyl-3-(3-phenylpropyl)-3-azabicyclo[3.1.0]hex-6-yl}phenyl)methanesulfonamide (Example 1, 2.00 g, 5.2 mmol) in Industrial Methylated Spirits (20 ml) was heated under reflux. To the solution was added succinic acid (0.68 g, 5.8 mmol) and the reaction mixture was heated under reflux for 30 min before cooling to 10° C. over a 2 h period. The resulting precipitate was collected by filtration to afford the title compound as a white solid (1.42 g, 54%).

Workup

  • temperatureunder reflux
  • temperaturethe reaction mixture was heated
  • temperatureunder reflux for 30 min
  • filtrationThe resulting precipitate was collected by filtration
  • Sources & evidence

    ORD record
    ord-8ba219eb689c4b0e916c43e6894dd916
    Source dataset
    uspto-grants-2006_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07049444B2

    Reaction notes

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    On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes