Category: piperidines

888952-55-4, Methyl 1-Boc-3-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

888952-55-4, HCl in dioxane 4M (11 mL, 43.5 mmol, 20 eq) was added to 1-(tert-butyl) 3-methyl 3-methylpiperidine-1,3-dicarboxylate (560 mg, 2.18 mmol, 1 eq). The mixture was stirred at room temperature for 3 days.3 The solvent was removed to afford methyl 3-methylpiperidine-3-carboxylate as a yellow solid. [MH]+ 158

The synthetic route of 888952-55-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Ouvry, Gilles; Berton, Yael; Bhurruth-Alcor, Yushma; Bonnary, Laetitia; Bouix-Peter, Claire; Bouquet, Karine; Bourotte, Marilyne; Chambon, Sandrine; Comino, Catherine; Deprez, Benoit; Duvert, Denis; Duvert, Gwenaelle; Hacini-Rachinel, Feriel; Harris, Craig S.; Luzy, Anne-Pascale; Mathieu, Arnaud; Millois, Corinne; Pascau, Jonathan; Pinto, Artur; Polge, Gaelle; Reitz, Arnaud; Reverse, Kevin; Rosignoli, Carine; Taquet, Nathalie; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 8; (2017); p. 1848 – 1853;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

220394-97-8, 1-Boc-4-(Cbz-amino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound I-4 (470 mg, 1.47 mmol) in DCM, TFA (2.5 mL, 29 mmol) was addedand then the reaction mixture was stirred at room temperature for 2 h and then was evaporated togive the crude product directly used in the next step A mixture of the amine, DIEA (3.84 mL,22.05mmol) and cyclohexanone (1.5 mL) in THF (10 mL) was stirred at room temperature for 1.5h and then NaBH(OAc)3 (1.6 g, 7.35 mmol) was added into the solution. The reaction mixture wasstirred at room temperature for overnight and then H2O was added to quench the reaction. Thesolution was extracted with ethyl acetate (30 mL × 2). The organic layer was washed with brine(15 mL × 2) and then was dried over anhydrous MgSO4. After filtration and concentration, thecrude product I-5 was obtained and purified with column chromatography ( methylene chloride/methanol = 45:1 to 30:1) to give compound I-5 as light yellow oil (350 mg, 78%)., 220394-97-8

As the paragraph descriping shows that 220394-97-8 is playing an increasingly important role.

Reference：
Article; Zhou, Jie; Ji, Ming; Zhu, Zhixiang; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 26 – 41;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.,85908-96-9

General procedure: To a 0.5 M solution of LiHMDS (2.75 equiv) cooled to -78 C was added dropwise a 0.75 M solution ofprotected lactam in THF. This solution was stirred for 1 h while slowly warming to rt, then cooled backdown to -78 C. Alkyl halide (5.00 equiv) was then added dropwise and the solution was left to stir whilewarming up slowly to rt until completion. A saturated aqueous solution of NH4Cl was added to thereaction mixture, then the THF was removed under reduced pressure. The resulting suspension wasdiluted in more water, then extracted with EtOAc three times. The organic layers were combined, driedwith anhydrous MgSO4, filtered and concentrated under reduced pressure

As the paragraph descriping shows that 85908-96-9 is playing an increasingly important role.

Reference：
Article; Aubert-Nicol, Samuel; Heinrich, Nora; Lessard, Jean; Spino, Claude; Heterocycles; vol. 99; 1; (2019); p. 484 – 501;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

62718-31-4, Methyl 1-benzylpiperidine-4-carboximidate dihydrochloride A solution of 20 g of 1-benzylpiperidine-4-carbonitrile in a mixture of dry dichlolomethane (200 ml) with methanol (30 ml) was cooled and saturated with a hydrogen chloride gas while maintaining the reaction system at 0 C. or below. After allowing to stand for 4 hours at 0 C., the solvent was distilled off under reduced pressure at room temperature or below and the residue was diluted with ethyl acetate. The colorless crystals thus obtained were ground, filtered and washed with ethyl acetate to thereby give 23.6 g of the title compound. 1H-NMR(CD3OD) delta ppm: 2.12(br.q, J=13.1 Hz, 2H), 2.23(br.d, J=13.1 Hz, 2H), 3.07-3.16(br.m, 1H), 3.18(br.t, J=13.1 Hz, 2H), 3.58(br.d, J=13.1 Hz, 2H), 4.18(s, 3H), 4.36(s, 2H), 7.46-7.53(m, 3H), 7.55-7.63(m, 2H)

The synthetic route of 62718-31-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eisai Co., Ltd.; US6518423; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 [0038] 95.4 g THF and 14.61 g (103 mmol) 2,2,6,6,-tetramethylpiperidine were placed in a 500-mL double-jacketed reactor. The temperature was set at 20 C. 6.82 g n-butyllithium concentrate (95.5%, 99 mmol) was metered in via a dosing pump over a period of 30 minutes. The jacket temperature of the reactor was regulated so that the internal temperature remained constant at 20 C. Stirring was then continued for an additional 10 minutes at 20 C. 14.14 g (104 mmol) solid zinc chloride was then added in two portions. Due to the strongly exothermic reaction, the reaction temperature quickly rose to 30 C. After the second addition of ZnCl2, stirring was continued for an additional 20 minutes at 20 C. [0039] The cloudy product solution was filtered through a filter until clear. The cloudy product solution was filtered through a filter until clear. [0040] Starting weight: 128.6 g [0041] Active base: 0.62 mmol/g TMP-ZnCl*LiCl [0042] Yield: 80.5% (relative to n-butyllithium used), 768-66-1

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; ROCKWOOD LITHIUM GMBH; Wietelmann, Ulrich; Rittmeyer, Peter; Lischka, Uwe; Murso, Alexander; Kiefer, Florian; US2014/194626; (2014); A1;,
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62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

step E2 – A solution of 50b (5 g, 25 mmol) in THF (80 mL) was added dropwise to a solution of 3-fluoro-phenylmagnesium bromide (34 mL, 1.0 M, 34 mmol) in THF (20 mL) maintained at 0 C. The reaction mixture was stirred for 72 h and allowed to warm to RT. The reaction was quenched by the addition of saturated aqueous NH4Cl, extracted with EtOAc, dried (Na2SO4) and concentrated. EtOH (50 mL) was added and the pH was adjusted to pH 11-14 with aqueous NaOH. The mixture was heated to 60 C for 3 h, brine was added and the mixture was extracted with EtOAc. The combined organic extracts were dried (Na2SO4) and concentrated. The crude product was purified by Si?2 chromatography eluting with a gradient of DCM and DCM/MeOH/NH4OH (60/10/1) (95 to 85% DCM over 60 min) to afford 4.4 g (59%) of 52: ms (LCMS) m/z 298 (M+H)., 62718-31-4

62718-31-4 1-Benzylpiperidine-4-carbonitrile 793383, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; F. HOFFMANN-LA ROCHE AG; LEMOINE, Remy; MELVILLE, Chris Richard; ROTSTEIN, David Mark; WANNER, Jutta; WO2008/34731; (2008); A1;,
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Piperidine | C5H11N – PubChem

4629-80-5, 1,3-Dimethylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. Preparation of the Piperidinol The 3-bromo-i-propoxybenzene (200 g, 0.08703 mol) was combined with THF (tetrahydrofuran) (540 ml) under nitrogen and cooled to about -75 C. n-Butyllithium (565 ml, 0.8306 mol) was added dropwise while maintaining the mixture at less than -70 C. After 2 hours 1,3-dimethyl-4-piperidone (106.7 g, 0.8389 mol) was added while maintaining the temperature of the mixture between -80 C. and -70 C. After stirring for 2 hours at -70 C., the reaction mixture was then added to 6N HCl (280 ml) while maintaining the temperature at 20-25 C. The pH was adjusted to 1 with 12 N HCl. The aqueous layer was isolated and heptane (320 ml) was added to it along with 50% NaOH (48 ml, to pH of 13-14). The resulting mixture was allowed to stand overnight. The mixture was heated to 45-50 C. and the upper layer was separated. The remaining aqueous layer was extracted with heptane (320 ml) at 45-50 C. The combined organic fractions were washed with de-ionized water (120 ml) at 45-50 C. The resulting organic layer was vacuum distilled at a pot temperature of about 55 C. at 100 mmHg to remove part of the heptane. Crystallization from heptane provided 151.8 g of the named product. Melting point 75.0-76.0 C. Analysis: Calc. for (C16 H25 NO2): C, 72.97; H, 9.57; N, 5.32. Found: C, 72.87; H, 9.56; N, 5.25., 4629-80-5

The synthetic route of 4629-80-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US5136040; (1992); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Reference Example 6 4-Methylamino-1-(phenylmethyl)piperidine (Reference compound No. 6-1) A solution of 1-phenylmethyl-4-piperidone (20.0 g) and methylamine hydrochloride (35.7 g) in isopropanol (270 ml) is cooled with ice. A solution of sodium methoxide (28.5 g) in methanol (120 ml) is added dropwise thereto, and the mixture is stirred for two hours. Then, sodium hydroxide (7.00 g) is added thereto, temperature is raised to room temperature, and the whole is stirred for one hour. The reaction mixture is cooled with ice again, sodium borohydride (5.40 g) is added thereto, and the whole is stirred for 1.5 hours. Insoluble matters are filtered out, and the filtrate is concentrated under reduced pressure. Water is added to the residue, and the whole is extracted with diethyl ether. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give 11.8 g of the titled compound as an oily matter. IR(Film,cm-1): 3284,2936,2796,1994,791,739., 3612-20-2

As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; Santen Pharmaceutical Co., Ltd.; US6410576; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3,71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 91 (0.5 g, 4.1 mmol) in DMF (37 mL) was added diisopropylethylamine (2.54 mL, 14.6 mmol) 92 (0.5 g, 4.1 mmol) and PyBOP (2.53 g, 4.87 mmol). The mixture was stirred at rt for 17 h, TLC (MeOH) showed two major components. The reaction solution was diluted with water and the aquesous layer was extracted with EtOAc. The organic extracts were combined, dried (MgSO4), filtered and concentratetd in vacuo to afford an oil. The crude was purified by flash column chromatography to afford 93 (0.9 g, 90%).

71985-80-3 1-Methylpiperidine-4-carboxylic acid hydrochloride 2760043, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

406212-51-9, 1-tert-Butyl 3-methyl 4-hydroxypiperidine-1,3-dicarboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of methyl 4-hydroxypiperidine-3-carboxylate (3.18 g, 20 mmol), aqueous sodium hydrogen carbonate (30 mL, 1M), di-tert-butyl dicarbonate (4.37 g, 20 mmol) and dichloromethane (30 mL) was stirred for 15 hours. The phases were separated and dichloromethane phase was dried over anhydrous sodium sulfate and filtrated. The filtrate was diluted to 200 mL. To the resulted solution was added imidazole (1.64 g, 24 mmol), DMAP (0.488 g, 4 mmol), and TBDMSCl (3.62 g, 24 mmol) sequentially. The reaction mixture was stirred at room temperature for 40 hours. The mixture was washed with 1N HCl solution, NaHCO3 solution and brine sequentially and dried over anhydrous sodium sulfate. Filtration and concentration gave the crude compound which was used directly in the next step. MS (m/z): 274 (M-Boc+H)+., 406212-51-9

The synthetic route of 406212-51-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem