Category: 495414-81-8

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.495414-81-8,1-tert-Butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate,as a common compound, the synthetic route is as follows.,495414-81-8

B) tert-butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate To a mixture of 1-tert-butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate (2.5 g), cobalt(II) chloride hexahydrate (1.0 g) and methanol (50 mL) was added sodium borohydride (1.6 g) under ice-cooling, and the mixture was stirred under ice-cooling for 2 hr, and then at room temperature for 2 days, and then 60C for 1 hr. 28% Aqueous ammonia was added thereto, the precipitate was removed by filtration, and the filtrate was extract with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (1.1 g). 1H NMR (300 MHz, DMSO-d6) delta 1.25-1.35 (2H, m), 1.40 (9H, s), 1.45-1.58 (2H, m), 1.90-1.98 (2H, m), 2.90 (2H, brs), 3.16 (2H, t, J = 7.2 Hz), 3.76-3.86 (2H, m), 7.56 (1H, brs).

The synthetic route of 495414-81-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Takeda Pharmaceutical Company Limited; KOIKE, Tatsuki; KAJITA, Yuichi; YOSHIKAWA, Masato; IKEDA, Shuhei; KIMURA, Eiji; HASUI, Tomoaki; NISHI, Toshiya; FUKUDA, Hiromi; EP2933247; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

495414-81-8, 1-tert-Butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of compound c (2.54 g, 8.6 mmol), cobalt chloride hexahydrate (1.02 g, 4.3 mmol) and methanol (50 mL) was added sodium borohydride (1.63 g, 43.1 mmol) under ice-cooling, and the mixture was stirred under ice-cooling for 2 h, and then at room temperature for 2 days, and then 60C for 2 h. Aqueous ammonia (28%, 5 mL) was added thereto, the precipitate was removed by filtration, and the filtration was extract with ethyl acetate(3×40 mL). The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography eluting with ethyl acetate to obtain the desired product d (0.83 g) as a white powder, yield: 39.3%, mp: 153.2-154.4C. 1H NMR (600 MHz, DMSO) delta 7.56 (s, 1H, CONH), 3.81 (d, J = 12.0 Hz, 2H, diazaspiro-CH2), 3.17 (t, J = 6.8 Hz, 2H, diazaspiro-CH2), 2.90 (s, 2H, diazaspiro-CH2), 1.95 (t, J = 6.8 Hz, 2H, diazaspiro-CH2), 1.54-1.48 (m, 2H, diazaspiro-CH2), 1.40 (s, 9H, C(CH3)3), 1.31 (d, J = 13.2 Hz, 2H, diazaspiro-CH2). 13C NMR (151 MHz, DMSO) delta 181.62, 154.68, 79.48, 41.97, 40.58, 38.72, 32.00, 31.82, 28.43. HRMS(ESI): calcd for C13H22N2O3 [M+Na]+, 277.1523, found, 277.1523.

495414-81-8, As the paragraph descriping shows that 495414-81-8 is playing an increasingly important role.

Reference：
Article; Li, Bing; Wang, Kaiyuan; Zhang, Rui; Li, Baihui; Shen, Yangli; Ji, Qinggang; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

495414-81-8,495414-81-8, 1-tert-Butyl 4-ethyl 4-(cyanomethyl)piperidine-1,4-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(Cyanomethyl)piperidine-1,4-dicarboxylic acid O1-terf-butyl O4-ethyl ester (1.80 g, 6.07 mmol) and ammonia water (2.00 mL) were dissolved in methanol (40.00 mL), then added with Raney nickel (1.80 g) in nitrogen atmosphere. The reaction system was vacuumed, displaced with nitrogen gas three times and with hydrogen gas three times. The reaction mixture was stirred under hydrogen atmosphere (50 psi) at 60 C for 15 hours. TLC showed that new products appeared and the raw materials were completely consumed. The reaction solution was filtered with methanol (20 mL), concentrated, added with water (20 mL) and extracted with ethyl acetate (25 mL) three times. The combined organic phases were dried over anhydrous sodium sulfate (1 g) and concentrated to give compound 8C. 1HNMR (400MHz, deuterated chloroform) delta = 6.01 (br s, 1H), 3.99 (br s, 2H), 3.35 (t, J=6.8 Hz, 2H), 2.99 (br t, J=11.3 Hz, 2H), 2.13 – 2.01 (m, 2H), 1.91 – 1.79 (m, 2H), 1.46 (s, 11H).

The synthetic route of 495414-81-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Medshine Discovery Inc.; LIU, Xile; DING, Charles Z.; CHEN, Shuhui; WU, Lingyun; HU, Lihong; WAN, Haiwen; (118 pag.)EP3567030; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem