[C:1]([N:4]1[CH2:9][CH2:8][C:7]2([C:18]3=[C:19]4[C:24](=[N:25][C:17]3=[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH2:15]3)[NH:10]2)[CH:23]=[CH:22][CH:21]=[CH:20]4)[CH2:6][CH2:5]1)(=O)[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].C1COCC1>C1COCC1.CO.C(Cl)Cl>[CH2:1]([N:4]1[CH2:5][CH2:6][C:7]2([C:18]3=[C:19]4[C:24](=[N:25][C:17]3=[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH2:15]3)[NH:10]2)[CH:23]=[CH:22][CH:21]=[CH:20]4)[CH2:8][CH2:9]1)[CH3:2]A solution of 7.5 g of 1'-acetyl-5,6-dihydrospiro-[1H-indolo-[3,2-c]quinoline-6,4'-piperidine] in 60 ml of THF was added dropwise to 45 ml of 1M LiAlH4 /THF. The solution was stirred at room temperature for 30 minutes and thereafter quenched with NH4Cl, filtered through celite and concentrated to give 9.2 g of crude product. Flash chromatography using 7% CH3OH/CH2Cl2 as an eluent gave 3.5 g of solid, m.p. 238°-240° dec.
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