Succinic Acid → HCID 22141183, compound

HRID 428897Notes

Reaction equation

HRID 428897 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

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

  1. temperatureunder reflux
  2. temperaturethe reaction mixture was heated
  3. temperatureunder reflux for 30 min
  4. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-e951b4261e3f41e9a98f55c65b1cddf6
Source dataset
uspto-grants-2001_11
Patent number
US06313312B1

Reaction notes

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