Some tips on 10315-06-7

10315-06-7, The synthetic route of 10315-06-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Synthesis of the intermediate compound 6 was carried out according to the previously reported procedure [37] . n-Butyllitium solution (19 mL, 1.6 M in hexane) was added to 6.8 g of 4-bromobenzotrifluride 2 (30 mmol) in diethyl ether. To this mixture 2.4 g (10 mmol) of methyl-1-benzylpiperidine-4-carboxylate 1 were added dropwise at 5 C. The reaction mixture was stirred at room temperature for 1 h and at 45 C for 2 h. The crude product was obtained according to the reported procedures, and purified by silica gel flash column chromatography using 0-50% ethyl acetate/hexane as eluent to yield a brown solid. (4.4 g, 77% yield). 1H NMR (CDCl3): delta 7.64 (m, 8H, 2 * trifluromethylphenyl ArH), 7.33-7.30 (m, 5H, Benzyl ArH) 3.56 (s, 2H, Benzylic CH2), 3.00-2.97 (m, 2H, N-CH2-CH2), 2.54 (t, J = 11.6 Hz, 1H, N-CH2-CH2-CH), 2.10-2.07 (m, 2H, N-CH2-CH2), 1.60-1.45 (m, 4H, 2 * N-CH2). 13C NMR (CDCl3) delta 150.9, 149.6, 139.4, 128.4 (2C), 128.1 (4C), 127.3 (2C), 126.1 (2C), 125.8 (2C), 125.3 (3C), 125.2 (2C), 81.4, 62.7, 53.8 (2C), 43.8, 26.2 (2C). HRMS (ESI) m/z: calcd for C27H25F6NO [M + H]+ 494.1919; found 494.1883.

10315-06-7, The synthetic route of 10315-06-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kondengaden, Shukkoor M.; Luo, Liu-fei; Huang, Kenneth; Zhu, Mengyuan; Zang, Lanlan; Bataba, Eudoxie; Wang, Runling; Luo, Cheng; Wang, Binghe; Li, Keqin Kathy; Wang, Peng George; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 382 – 393;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 10315-06-7

10315-06-7, As the paragraph descriping shows that 10315-06-7 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

1.5 (1-Benzylpiperidin-4-yl)-N-methoxy-N-methylcarboxamide A solution of 4.17 g (42.8 mmol) of N,O-dimethylhydroxylamine hydrochloride in 195 mL of THF is cooled to -20 C., and 6.51 g (28 mmol) of methyl (1-benzylpiperidin-4-yl)carboxylate are added. Next, 85 mL of a 1M solution of isopropylmagnesium bromide in THF are added over 20 minutes while keeping the temperature in the region of 5 C. The mixture is stirred at -10 C. for 20 minutes. The reaction medium is hydrolyzed with 40 mL of 20% ammonium chloride solution and then extracted with ethyl acetate. The combined organic phases are washed with water and with brine, and then dried over anhydrous sodium sulfate and evaporated under reduced pressure. 6.9 g of an oily product are obtained.1H NMR (DMSO-d6, 250 MHz) delta ppm: 1.5-1.75 (m, 4H); 1.9-2.05 (m, 2H); 2.55-2.7 (m, 1H); 2.8-2.9 (m, 2H); 3.09 (s, 3H); 3.46 (s, 2H); 3.67 (s, 3H); 7.2-7.4 (m, 5H).

10315-06-7, As the paragraph descriping shows that 10315-06-7 is playing an increasingly important role.

Reference:
Patent; SANOFI-AVENTIS; US2009/124624; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 10315-06-7

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10315-06-7, Methyl 1-benzylpiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl l -benzylpiperidine-4-carboxylate (.50 g, 2.1 mmol) as a solution in THF (43 mL, 0.05 M) was added to a flame dried 250 mL round bottom flask containing the Weinreb amine salt (0.26 g, 2.7 mmol, 1.25 eq) and stirred at -5C. Phenethylmagnesium chloride (8.6 mL, 8.6 mmol, 4 eq) was then added dropwise and the reaction was allowed to stir until complete consumption of starting material at -5C. After formation of the Weinreb amide the reaction was slowly warmed to room temperature and tracked by LCMS. After an additional 2 hours of stirring at room temperature the reaction was quenched with NH4C1 (20 mL) and basified with 10% NaOH. The mixture was further partitioned with EtOAc and separated. The aqueous layer was extracted with DCM (3 times). The organic layers were combined, dried over anhydrous magnesium sulfate, filtered and concentrated to afford l-(l-benzylpiperidin-4-yl)-3-phenylpropan-l-one (.630 g, 96% yield). (0633) Scaleup: Conducted as described above but scaled to 5 g of starting material. Taken on crude to hydrazine reaction.HRMS calc’d for C2iH26ON 308.20089; found [M+H] 308.20037

10315-06-7, As the paragraph descriping shows that 10315-06-7 is playing an increasingly important role.

Reference:
Patent; EMORY UNIVERSITY; COX, Bryan D.; WILSON, Lawrence J.; PROSSER, Anthony; LIOTTA, Dennis C.; SNYDER, James, P.; (98 pag.)WO2015/175855; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem