Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 581-45-3, name is 4-(Piperidin-4-yl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 581-45-3
General procedure: The cis epoxide precursor (±)-2 was synthesized as already described [27]. In brief, elimination of water from cyclohexane-1,4-diol gave cyclohex-3-enol [40] which was epoxidized diasterioselectively by using tert-butyl hydroperoxide and Mo(CO)6 [41] to obtain the racemic epoxy alcohol. Subsequent O-p-fluorobenzylation resulted in the cis-epoxide (±)-2. To synthesize the 4-O-p-fluorobenzyl ether vesamicol derivatives (±)-3a -(±)-3m, the amine (1.41 mmol) and (±)-2 (1.12 mmol) were dissolved in 5 mL EtOH and stirred at 65-70 C for 5 days. The crude product was purified by column chromatography (silica gel 60) or by crystallization (details described for each compound). To synthesize the 5-O-p-fluorobenzyl ether vesamicol derivatives (±)-4a -(±)-4m, the cis-epoxide (±)-2 (1.12 mmol) and LiClO4 (1.97 mmol) were dissolved in 3 mL CH3CN and stirred for 10 min. Subsequently, the amine (1.41 mmol) was added and the reaction mixture was stirred at rt for 24 h. Products were purifiedby column chromatography (silica gel 60) or by crystallization (details described for each compound). The regioisomeric purity was checked by HPLC. (±)-4m (±)-5-(4-fluorobenzyloxy)-2-(4-(pyridin-4-yl)piperidin-1-yl)cyclohexanol: The crude product was purified by column chromatography using CHCl3/MeOH/NH3 (10/1/0.1). Adding of n-hexaneto a concentrated CHCl3 solution of (±)-4m and keeping afew days at 4 C resulted in the formation of 263 mg (61%) of a colorless solid.
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Reference:
Article; Barthel, Claudia; Sorger, Dietlind; Deuther-Conrad, Winnie; Scheunemann, Matthias; Schweiger, Stephanie; Jaeckel, Petra; Roghani, Ali; Steinbach, Joerg; Schueuermann, Gerrit; Sabri, Osama; Brust, Peter; Wenzel, Barbara; European Journal of Medicinal Chemistry; vol. 100; (2015); p. 50 – 67;,
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