1,4-Dioxane hydrochloride → (R)-1-(4-cyclopropyl-benzenesulfonyl)-piperazine-2-carboxylic acid 4-trifluoromethoxy-benzylamide
Reaction equation
Cl.O1CCOCC1.C(OC([N:15]1[CH2:20][CH2:19][N:18]([S:21]([C:24]2[CH:29]=[CH:28][C:27]([CH:30]3[CH2:32][CH2:31]3)=[CH:26][CH:25]=2)(=[O:23])=[O:22])[C@@H:17]([C:33](=[O:47])[NH:34][CH2:35][C:36]2[CH:41]=[CH:40][C:39]([O:42][C:43]([F:46])([F:45])[F:44])=[CH:38][CH:37]=2)[CH2:16]1)=O)(C)(C)C>>[F:46][C:43]([F:44])([F:45])[O:42][C:39]1[CH:40]=[CH:41][C:36]([CH2:35][NH:34][C:33]([C@H:17]2[CH2:16][NH:15][CH2:20][CH2:19][N:18]2[S:21]([C:24]2[CH:29]=[CH:28][C:27]([CH:30]3[CH2:31][CH2:32]3)=[CH:26][CH:25]=2)(=[O:22])=[O:23])=[O:47])=[CH:37][CH:38]=1Participants
3
Reactant 2
Product 1
Procedure
4N Hydrogen chloride/1,4-dioxane solution (1.3 ml) was added to the compound (130 mg) obtained in Step 3, and the mixture was stirred at room temperature for 6 hr. The reaction mixture was concentrated under reduced pressure, and the residue was partitioned by adding ethyl acetate, saturated aqueous sodium hydrogen carbonate solution and water. The organic layer was dried over anhydrous magnesium sulfate, filtrated, and concentrated under reduced pressure. The residue was purified by thin layer silica gel chromatography (chloroform:methanol=9:1) to give the title compound (88 mg).