Rimonabant → HCID 131719998, compound

HRID 55362Notes

Reaction equation

HRID 55362 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[N:9]1([NH:15][C:16]([C:18]2[C:22]([CH3:23])=[C:21]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[N:20]([C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=3[Cl:38])[N:19]=2)=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>CC(C)=O>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[N:9]1([NH:15][C:16]([C:18]2[C:22]([CH3:23])=[C:21]([C:24]3[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=3)[N:20]([C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=3[Cl:38])[N:19]=2)=[O:17])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[N:9]1([NH:15][C:4]([C:3]2[C:2]([CH3:1])=[C:21]([C:24]3[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=3)[N:20]([C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=3[Cl:38])[N:19]=2)=[O:6])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 104850RimonabantHCID 444972Fumaric Acid

Product 1

HCID 131719998HCID 131719998, compoundYield 134.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 0.038 g of fumaric acid in 6 ml of acetone is added dropwise to a solution of 0.30 g of the compound obtained in example 195 in 3 ml of acetone. The white crystals formed upon cooling to 0° C. are filtered off, washed with acetone and dried under vacuum to give 0.23 g of the expected salt. m.p.=168° C.

Workup

  1. customThe white crystals formed
  2. filtrationare filtered off
  3. washwashed with acetone
  4. customdried under vacuum

Sources & evidence

ORD record
ord-00836dd5bd6a41fea07a3c2189dfeca3
Source dataset
uspto-grants-1997_04
Patent number
US05624941

Reaction notes

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