With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.256411-39-9,1-Boc-4-(Cyanomethyl)piperidine,as a common compound, the synthetic route is as follows.
Step A: 4-(N-HYDROXYCARBAMIMIDOYLMETHYL) PIPERIDINE-1-CARBOXYLIC acid tert-butyl ester. To a solution OF 4- (CYANOMETHYL) PIPERIDINE-1-CARBOXYLIC acid tert-butyl ester (2.2 g, 10 MMOL, prepared as described in Example 12) in absolute ethanol (20 mL) was added hydroxylamine hydrochloride (2.1 g, 30 MMOL), water (4 mL) and potassium carbonate (2.2 g, 16 MMOL). The reaction mixture was stirred 30 min. at ambient temperature and then heated overnight at reflux for 6 h. Water (10 mL) was added and the mixture was allowed to cool on an ice-bath. The solid inorganic material was removed by filtration and the solvent was evaporated. The residue was treated with DICHLOROMETHANE, dried and evaporated. The oily residue was sub- mitted to column chromatography (100 g, kiselgel 60) with ethyl acetate as eluent. The frac- tions eluting at Rf = 0.32 were collected to give 0.67 g OF 4- (N- HYDROXYCARBAMIMIDOYLMETHYL) PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER.’H NMR (400 MHz, CDCI3) 8 1.07-1. 20 (m, 2H), 1.45 (s, 9H), 1.67-1. 77 (m, 3H), 2.06 (d, 2H), 2.62-2. 77 (m, 2H), 4.1 (brs, 2H), 4.54 (s, 2H), 7.7 (brs, 1H). HPLC: Rt = 6.43 min.
The synthetic route of 256411-39-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; NOVO NORDISK A/S; WO2004/54973; (2004); A2;,
Piperidine – Wikipedia
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