Hydrochloric Acid → (4S,5R)-N-benzyl-4,5-bis(4-fluorophenyl)-4,5-dihydro-1H-imidazol-2-amine;hydrochloride
Reaction equation
[ClH:1].C(OC([N:9]1[C@H:13]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C@H:12]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[N:11]=[C:10]1[NH:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=O)(C)(C)C>CCOC(C)=O>[ClH:1].[F:20][C:17]1[CH:16]=[CH:15][C:14]([C@H:13]2[C@@H:12]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[NH:11][C:10]([NH:28][CH2:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)=[N:9]2)=[CH:19][CH:18]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Hydrogen chloride is bubbled into a solution of 160 (350 mg, 0.76 mmol) in EtOAc (20 mL) for 0.5 min, and the solution is stirred at RT overnight. The solvent is removed by rotary evaporation, and the residue is triturated with Et2O to give 230 mg of the product 161. 1H NMR (DMSO-d6) δ 9.50-8.40 (m, 3H), 7.55-7.250 (m, 5H), 7.05-6.85 (m, 8H), 5.48 (s, 2H), 4.55 (d, 2H); MS: m/z 364 (M++1).