With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.620611-27-0,tert-Butyl 4-(aminomethyl)-4-fluoropiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,620611-27-0
[Reference Example 4] Synthesis of 4-fluoro-4-({[5-(methoxycarbonyl)benzimidazol-2-yl]amino}methyl)piperidinecarboxylic acid tert-butyl ester 4-(Aminomethyl)-4-fluoropiperidinecarboxylic acidtert-butyl ester (3.23 g, 13.9 mmol) was dissolved in acetonitrile (50 ml). A solution of thiocarbonyldiimidazole (2.73 g, 15.3 mmol) and triethylamine (4.27 ml, 30.6 mmol) in acetonitrile (20 ml) was then added dropwise at 0C of a period of 3 minutes. After stirring at room temperature for 1 hour, 3,4-diaminobenzoic acid methyl ester dihydrochloride (3.66 g, 15.3 mmol) was added to the reaction mixture, and the mixture was stirred at 50C for 5.5 hours. Diisopropylcarbodiimide (0.32 ml, 15.3 mmol) was further added and the mixture was stirred overnight at 50C. Saturated brine was added to the obtained reaction mixture, extraction was performed with ethyl acetate (200 ml), and the organic layer was dried overnight over anhydrous sodium sulfate. After filtration with a desiccant (anhydrous sodium sulfate) and concentration of the filtrate, the obtained brown oil was purified by silica gel column chromatography (CH2Cl2/MeOH = 49:1 ? 19:1) to obtain 4-fluoro-4-({[5-(methoxycarbonyl)benzimidazol-2-yl]amino}methyl)piperidinecarboxylic acid tert-butyl ester. The yield was 0.838 g (60%). 1H-NMR (270 MHz, CDCl3): delta1.43-1.95(m,5H), 1.45(s,9H), 3.06(brt,2H,J=11.3Hz), 3.50(s,3H), 3.67(d,2H,J=21.6Hz), 3.83-3.96(m,2H), 3.90(s,2H), 7.28(d,1H,J=8.4Hz), 7.81(dd,1H,J=1.6,8.4Hz), 7.90(brs,1H).
The synthetic route of 620611-27-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; TEIJIN LIMITED; EP1505067; (2005); A1;,
Piperidine – Wikipedia
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