Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To solution of 4-((3-hydroxypiperidin-1-yl)methyl)benzohydrazide(9, 0.5 g, 2 mmol) in ethanol with catalytic amount of HClwas added the corresponding aldehyde (10, 2.4 mmol). The mixturewas stirred for 3 h at room temperature. Removal of the solventproduced a residue, which was purified using chromatographycolumn with the appropriate eluents systems.

10338-57-5, The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Dias Viegas, Flavia Pereira; de Freitas Silva, Matheus; Divino da Rocha, Miguel; Castelli, Maisa Rosa; Riquiel, Mariana Maximo; Machado, Rafael Pereira; Vaz, Sarah Macedo; Simoes de Lima, Lais Medeiros; Mancini, Karla Cristine; Marques de Oliveira, Patricia Cruz; Morais, Elida Parreira; Gontijo, Vanessa Silva; da Silva, Fernanda Motta R.; D’Alincourt da Fonseca Pecanha, Dora; Castro, Newton Goncalves; Neves, Gilda A.; Giusti-Paiva, Alexandre; Vilela, Fabiana Cardoso; Orlandi, Lidiane; Camps, Ihosvany; Veloso, Marcia Paranho; Leomil Coelho, Luis Felipe; Ionta, Marisa; Ferreira-Silva, Guilherme Alvaro; Pereira, Rodrigo Machado; Dardenne, Laurent E.; Guedes, Isabella Alvim; de Oliveira Carneiro Junior, Wellerson; Quaglio Bellozi, Paula Maria; Pinheiro de Oliveira, Antonio Carlos; Ferreira, Fabio Furlan; Pruccoli, Letizia; Tarozzi, Andrea; Viegas, Claudio; European Journal of Medicinal Chemistry; vol. 147; (2018); p. 48 – 65;,
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21168-72-9, 2-(4-(Aminomethyl)piperidin-1-yl)ethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 2-(4-Aminomethyl-piperidin-l-yl)-ethanol (0.5 mmol) in tetrahydrofuran (2 mL) at room temperature are added cyclohexylmethylaldehyde (0.6 mmol)) and anhydrous magnesium sulfate (60 mg). After stirring for 1.5h at room temperature, sodium borohydride (0.5 mmol) is added and the mixture is then stirred for a further 2h. Water (3 mL) is added to the mixture and stirring resumed for 10 min. Additional water is added (1 mL) and the mixture is extracted with dichloromethane (10 mL x 3). After being dried over anhydrous magnesium sulfate the solvent is removed under reduced pressure to give the crude product. This material is used in subsequent steps without requiring further purification. [00349] The amine obtained in the previous step (0.26mmol) is added to a solution of 5-chloro-l- methyl-3-tert-Butyl-l,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one (0.13mmol) in t- BuOH (0.5 mL). The reaction is heated in a sealed tube to 1000C for 24h. On complete reaction (monitored by LCMS), the mixture is allowed to cool to room temperature and the solvent is removed under reduced pressure. The final compound is then isolated by preparative HPLC.[00350] Preparative HPLC: Waters XBridge Prep C18 5mum ODB 19mm ID x 100mm L. The method uses MeCN/H2O 35-60% gradients. H2O contains 0.1% Trifluoroacetic acid (TFA).., 21168-72-9

As the paragraph descriping shows that 21168-72-9 is playing an increasingly important role.

Reference：
Patent; Galapagos NV; WO2009/71707; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[00229] To a mixture of tert-butyl 3-cyano-4-oxopiperidine-1 -carboxylate (2 g, 8.92 mmol) in water (27 mL) at rt was added NaOH (2.68 mL, 26.8 mmol) and the resultant mixture was stirred at 70 00 for 2 hours. After cool to rt, the white precipitate was collected by filtration and washed water three times and dried. The product was further dried under high vacuum at 50 CC to give product 1 .90 g (89 % yield). LCMS (m/z): 240.4 [M+H].

914988-10-6, The synthetic route of 914988-10-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; FU, Jiping; LINDVALL, Mika; MANNING, James R.; MCENROE, Glenn; (103 pag.)WO2019/97479; (2019); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.138022-04-5,tert-Butyl methyl(piperidin-4-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.

[0265] A solution of 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1(3H)-one (76 mg, 0.40 mmol) in 2 mL of ethanol wasadded to tert-butyl methyl(piperidin-4-ylmethyl)carbamate (91mg, 0.40 mmol). The reaction mixture was heated at 140Cin the microwave for 55 minutes. The solvents were removed in vacuo to provide tert-butyl ({1-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperidin-4-yl}methyl)methylcarbamate which was used directly in thenext step without further purification, 138022-04-5

The synthetic route of 138022-04-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
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7006-50-0, 4-(Methylamino)-1-benzylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 15; 2- (3-chlorophenoxy)-N-methyl-N- [1- ( {1- [4- (tritluoromethyl) phenyl]-1H-pyrrol-3- yl} methyl) piperidin-4-yl] acetamide; i) N- (I-benzylpiperidin-4-yl)-2-chloro-N-methylacetamide; Chloroacetyl chloride (1. 1 mL, 14 mmol) was added dropwise to a stirred solution of 1- benzyl-N-methylpiperidin-4-amine (2.5 g, 12 mmol, prepared as described by Russell, M. G. N. et al. J. Med. Chem, 1999, 42, 4981) in DCM (50 mL) at 0 C. The mixture was stirred for 1 h at rt. whereupon additional DCM (100 mL) was added and the organic phase was washed with NaHCO3 (50 mL, aq. , sat. ), dried over MgS04 and concentrated to give 3.4 g (quant. ) of the title compound as a thick slightly yellow oil which was used in the next step without further purification. ‘H NMR (DMSO-d6, complex rotameric mixture, * denotes minor rotamer peaks) 8 7.20- 7. 38 (m, 5H), 4. 40* (s, 2H), 4.35 (s, 2H), 4.18 (m, 1H), 3. 58* (m, 1H), 3. 48* (s, 2H), 3.47 (s, 2H), 2.88 (br s, 1H), 2.84 (s, 3H), 2. 72* (s, 3H), 1.95-2. 12 (m, 2H), 1.56-1. 84 (m, 3H), 1.43 (m, 2H). MS (ESI) 281.3 (M + H+)., 7006-50-0

The synthetic route of 7006-50-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ASTRAZENECA AB; WO2005/90330; (2005); A1;,
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189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 6. PREPARATION OF DIHYDROCHLORIDE OF 3-BENZYL-S5Q-DIAZASPIRO[S-S]UNDECANEThis Example illustrates the preparation of the dihydrochloride of 3-benzyl-3,9- diazaspiro [5.5]undecane : Crude 3-benzyl-3,9-diazaspiro[5.5]undecane (52.31 g, 0.214 mol) is dissolved in EtOH (157 mL) under nitrogen to form a clear Solution A. Concentrated HCl solution (36%, 43.36 g, 0.428 mol) is diluted in EtOH (173 mL) and the solution is cooled to 10 0C with an ice/water bath for form Solution B. Solution A is added slowly to Solution B while stirring under nitrogen. The resulting suspension is stirred at 10 0C for 1 h. The formed solid is filtered and washed with acetone (200 mL) and then tert-butyl methyl ether (200 mL). The solid is air-dried to give the title compound as a white powder (42.9 g, 63.2% overall yield for reduction and salt formation steps). LC-MS (M+l) 245.12; Rtau = 1.54 min. 1H NMR (CD3OD) 1.68-1.72 (m, 4H), 1.94-2.02 (m, 4H), 3.20-3.28 (m, 5H), 3.30- 3.40 (m, 6H), 4.36 (s, IH), 7.49-7.56 (m, 5H)., 189333-49-1

The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NEUROGEN CORPORATION; XU, Yuelian; XIE, Linghong; HAN, Bingsong; MAYNARD, George D.; CHENARD, Bertrand, L.; STAAB, Andrew J.; WO2009/97405; (2009); A2;,
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20691-89-8, 1-Methyl-4-piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20691-89-8, To a solution of OXO-THIOPHEN-2-YL-ACETYL chloride (31. 5 mmol) at 0 to 5OC in chloroform (60 ml) is added a solution of (1-METHYL-PIPERIDIN-4-YL)-METHANOL (4.07 g, 31.5 mmol) in chloroform (60 ml), dropwise maintaining the temperature below 5C. The resulting mixture is stirred for 2 hours at room temperature. Washing with 10% potassium carbonate solution, water and then drying over magnesium sulphate, filtration and evaporation gives the title compound.

The synthetic route of 20691-89-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/815; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

125224-43-3, ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of compound 13a was accomplished by dissolving ((3S,4R)-4-(4-fluorophenyl)piperidin-3-yl)methanol 12 (1.49 mmol, 0.311 g) in DMF (6.0 mL). Potassium carbonate (3.73 mmol, 0.515g) and ethyl iodide (1.63 mmol, 0.13 mL) were then added and the reaction was stirred overnight at room temperature. The reaction was then concentrated in vacuo and the crude residue was purified using flash chromatography 4 – 10 % MeOH (3M ammonia)/DCM to give ((3S,4R)-1-ethyl-4- (4-fluorophenyl)piperidin-3-yl)methanol (0.167g, 47% yield)., 125224-43-3

125224-43-3 ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol 9855829, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Bouley, Renee; Waldschmidt, Helen V.; Cato, M. Claire; Cannavo, Alessandro; Song, Jianliang; Cheung, Joseph Y.; Yao, Xin-Qiu; Koch, Walter J.; Larsen, Scott D.; Tesmer, John J.G.; Molecular Pharmacology; vol. 92; 6; (2017); p. 707 – 717;,
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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.

To a mixture of N-benzylpiperidin-4-one 1 (0.01 mol, 1.89 g), aniline (0.01 mol), and activated zinc (0.04 mol), 90% aqueous acetic acid (0.16 mol) was added in portions. The mixture was stirred at room temperature for 24 h and at 70C on a water bath for an additional 12 h. After the reaction completion, the mixture was diluted with methanol and filtered. The filtrate was concentrated in a vacuum and then neutralized with a 30% ammonium hydroxide solution to pH 10. The crude product was collected by filtration and recrystallized with petroleum ether to obtain the pure product in 84% yield (2.2 g). IR (KBr), nu, cm-1: 3440 (N-H stretching), 3255, 3020, 2936, 2842,1615, 1526, 1490, 1372, 1318,1255, 1087, 977, 862, 751, 690. 1H NMR [400 MHz,CDCl3, delta (ppm)]: 1.50 (dq, 2H), 2.10 (br.d, 2H), 2.30(br.t, 2H), 2.60 (s, 2H), 2.90 (br.d, 2H), 3.35 (m, 1H),3.50 (br.s, 1H), 7.10-7.40 (m, Ar-H). Mass spectrum(m/z): 267 [M + 1]., 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Nami; Dabiri; Shirvani; Ahmadi Faghih; Javaheri; Radiochemistry; vol. 60; 1; (2018); p. 42 – 44; Radiokhimiya; vol. 60; 1; (2018); p. 42 – 44,4;,
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1062580-52-2, (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

40Kg of purified water was added to a 100L glass reactor.Turn on the agitation,Add 4Kg of (3R,4R)-N,4-dimethyl-1-(phenylmethyl)-3-piperidinamine hydrochloride (Compound VI), and stir to dilute the system;Then add 9.49Kg potassium carbonate powder slowly.Adding stirring for 10 to 20 minutes;Further 2.61 Kg of 2,4-dichloro-7Hpyrrole[2,3-D]pyrimidine (Compound V) was added.The system is temperature-controlled at 100 ± 5 C for 20 to 24 hours.Sampling HPLC to monitor the reaction,After the reaction is completed, the heating is stopped, the system is cooled to 20 to 30 C, and centrifuged until substantially no solvent is discharged. The filter cake is rinsed with purified water, and centrifuged until no solvent is present; the filter cake is beaten with 20 Kg of purified water for 0.5 hour, and centrifuged until substantially no. The solvent was removed, the filter cake was rinsed with 8.0 Kg of purified water, and centrifuged until no solvent was obtained; the filter cake was added to a mixed solution of 15.8 Kg of absolute ethanol and 20 Kg of purified water, and stirred at 10 to 30 C for 1 to 2 hours, and centrifuged until substantially no. SolventThe filter cake was rinsed with 3.16 Kg of absolute ethanol and centrifuged until substantially solvent free. Transfer the whole batch of wet product to a blast drying oven and dry at 45-55 C for 4-6 hours to obtain a white solid, ie N-((3R,4R)-1-phenyl-4-methylpiperidine-3 -yl)-2-chloro-N-methyl-7H-pyrrole[2,3-d]pyrimidin-4-amine, weighed a total of 4.72 Kg., 1062580-52-2

1062580-52-2 (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride 45790119, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Nanjing Zhengda Tianqing Pharmaceutical Co., Ltd.; Shi Jianchao; Chen Hongwen; Zheng Likang; Liu Zhenfeng; Wang Huaping; Chai Yuzhu; Xu Dan; Zhu Chunxia; Tian Zhoushan; (8 pag.)CN108948020; (2018); A;,
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