Category: piperidines

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;,
Piperidine – Wikipedia
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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;,
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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.122860-33-7,Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reference Example 2 N-CBZ-4-iodomethylpiperidine This compound is prepared according to the procedure disclosed in U.S. Pat. No. 5,538,984. Triphenylphosphine (31.2 gr) was added to a mixture of iodine (29.4 g) in toluene (1L). After 5 min, pyridine (18 ml) was added, followed by CBZ-piperidinemethanol (34.6 gr). The resulting mixture was heated and stirred at reflux for 1.5 h. The reaction mixture was allowed to cool to room temperature, and filtered. The filtrate was washed with saturated sodium metabisulfite and brine. The organic layer was dried over MgSO4 and evaporated. The crude product was dissolved in ethyl acetate/hexane 1:5, and filtered through silica gel. The filtrate was evaporated under reduced pressure, and the crude product was crystallized from ethyl acetate/hexane., 122860-33-7

The synthetic route of 122860-33-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CHEMAGIS LTD; US2004/48893; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

Example 2 8-[4-(Piperazinyl)butyl]-8-azaspiro[4.5]decane-7,9-dione (V) A mixture of 3,3-tetramethyleneglutarimide (50.2 g, 0.3 mole), 1,4-dibromobutane (130 g, 0.6 mole) and anhydrous K2 CO3 (06.7 g, 0.7 mole) in 500 mL toluene was heated at reflux for 20 hr, filtered and concentrated in vacuo. The residue was distilled (165-170 C./0.01 mM) to give 64.1 g of 8-[4-(1-bromo)butyl]-8-azaspiro[4.5]decane-7,9-dione which was combined with piperazine (90.4 g, 1.05 mole) and K2 CO3 (145.5 g, 1.05 mole) in 900 mL toluene and heated at reflux for 18 hr, filtered and concentrated in vacuo. The residue was distilled (180-200 C./0.01 mM) to yield 52.7 g (82%) of V., 1075-89-4

1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Mead Johnson & Company; US4581357; (1986); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem