Cl.[NH2+:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[CH2:14][C@@H:3]12.C(N(CC)CC)C.Br[CH2:23][CH2:24][CH3:25]>CN(C)C=O>[CH2:23]([N:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[CH2:14][C@@H:3]12)[CH2:24][CH3:25]A solution of trans-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridinium hydrochloride (3.00 g, 14.3 mmol) and triethylamine (4.36 g, 43.1 mmol) in 95 ml of N,N-dimethylformamide was stirred at room temperature and bromopropane (1.85 g, 15.04 mmol) added dropwise. After the mixture was stirred for 18 h at room temperature, the solvent was removed and ethyl acetate/water were added. The organic layer was washed with water and dried over MgSO4. The filtrate was concentrated to give a yellow oil (11.66 g, 82%).
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