[BrH:1].Br.C1(C[N:10]2[CH2:15][C@H:14]3[CH2:16][C@@H:11]2[CH2:12][NH:13]3)C=CC=CC=1.C1(C)C=CC(S(N2C[C@H]3C[C@@H]2CN3CC2C=CC=CC=2)(=O)=O)=CC=1.Br>CC(O)=O>[BrH:1].[BrH:1].[C@@H:11]12[CH2:16][C@@H:14]([NH:13][CH2:12]1)[CH2:15][NH:10]2(1R,4R)-5-phenylmethyl-2,5-diazabicyclo[2.2.1] heptane dihydrobromide. A mixture of (1R,4R)-2-(4-toluenesulfonyl)-5-phenylmethyl-2,5-diazabicyclo[2.2.1]heptane (38.95 g, 0.11 mole) in AcOH (500 mL) containing HBr (30% wt) was heated at 70° C. for 18 h. The mixture was allowed to cool and the precipitate that formed was filtered and washed with acetone. The filtrate was concentrated to one-third of the original volume and the resulting solid was combined with the first precipitate to give the title compound (36.55 g, 92%, m.p. 272°-275° C.).
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