Heterocyclic Building Blocks-piperidine

710972-40-0, tert-Butyl 4-((2-methoxyethyl)amino)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 2,6-dibromo-4-nitropyridine (4 g, 14.19 mmol) and 103A (9.17 g, 35.5 mmol) in 1,4 dioxane (40 mL) was refluxed in pressure tube at 130 C for 16 h. 1,4 dioxane was removed completely. Purification by flash chromatography gave 103B (viscous liquid, 3 g, 6.53 mmol, 46.0 % yield). LC-MS Anal.Calc?d for Ci8Eh7BrN4C>5 458.1, found [M+H] 459.2 Tr = 1.40 min (Method T)., 710972-40-0

The synthetic route of 710972-40-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; NARA, Susheel Jethanand; ROY, Saumya; THANGAVEL, Soodamani; CHERUKU, Srinivas; SISTLA, Ramesh Kumar; (230 pag.)WO2020/23355; (2020); A1;,
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1067915-34-7, Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0156] A solution of ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate (4.9 kg, 16.5 mol) in HCI (17.0 L, 3N) was heated to reflux for 14 hours. Saturated aqueous sodium bicarbonate was added slowly to adjust the pH to 8 and the precipitated product was isolated by filtration. The filter cake was washed with water and dried to give the title compound as a white solid (2.7 Kg, 70% overall yield over 4 steps). 1H NMR (400 MHz, d6- DMSO) 6 7.35-7.25 (m, 5H), 6.13 (s, 2H), 3.55 (s, 2H), 2.65-2.60 (m, 2H), 2.43 (brs, 2H), 1.71 brs, 2H).

1067915-34-7, The synthetic route of 1067915-34-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (157 pag.)WO2016/126869; (2016); A1;,
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664362-16-7, 1-Boc-3-Ethynylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

INTERMEDIATE 35 (METHOD V); 3-Ethynylpiperidine hydrochloride; To Intermediate 33 (1.50 g, 7.18 mmol) was added HCl (4iVm dioxane, 50 mL). The reaction mixture was stirred at r.t. for 16 h and concentrated in vacuo. Trituration with Et2O gave the title compound (0.91 g, 86%). deltaH (DMSOd6) 9.02 (2H, br. s), 3.38- 3.24 (IH, m), 3.21-3.08 (2H, m), 2.94-2.76 (3H, m), 2.00-1.87 (IH, m), 1.83-1.73 (IH, m), 1.73-1.60 (IH, m), 1.60-1.48 (IH, m).

664362-16-7, The synthetic route of 664362-16-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UCB PHARMA S.A.; WO2007/141504; (2007); A1;,
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10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 4(morpholinoethoxy)benzaldehyde (1 mmol, 0.235 g)was added to a stirring mixture of ethyl cyanoacetate(1.5 mmol, 0.170 g), and the catalytic amount of MoO3NPs (0.004 g, 3 mol%) in EtOH/H2O (4:1). It was allowedto the mixture to stir at room temperature for the timeindicated in Table II. After compilation of the reaction (thereaction progress was controlled by TLC EtOAc/n-hexane(1:1) as eluent), the reaction mixture was filtered to separateprecipitate. Next, the precipitate was dissolved in boilingethanol and filtrated to separate catalyst. In the end,formed crystalline product was filtrated to obtain the crystallinepure product.

10338-57-5, As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Pourshojaei, Yaghoub; Eskandari, Khalil; Elhami, Elaheh; Asadipour, Ali; Journal of Nanoscience and Nanotechnology; vol. 19; 9; (2019); p. 5965 – 5973;,
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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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: 4-morpholinobenzaldehyde (1 mmol, 0.191 g) was added to a stirred mixture of malononitrile (1.5 mmol, 0.099 g), and catalytic amount of SSC NPs (0.012 g, 2 mol%) in ace-tonitrile (10 mL). It was allowed to the mixture to stir at 70 C under sonication about 25-60 minutes. After completion of the reaction (the reaction progress was monitored by TLC using EtOAc/n-hexane (1:1) as eluent), the reaction mixture was filtered to separate precipitate. Next, the pre-cipitate was dissolved in boiling ethanol and then was fil-trated to separate catalyst. Finally, pure crystalline product was obtained from filtrate. Since the catalyst is reusable, at the end of the reaction, it was washed by boiling methanol three times (3 × 2 mL), dried at 90 C for 2 h and re-used in further cycles. Also, in the following, we explain more details about reusability results of the catalyst on model reaction., 10338-57-5

10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Pourshojaei, Yaghoub; Nikzad, Maryam; Eskandari, Khalil; Darijani, Mohammad-Hossein; Hassanzadeh, Abdolreza; Faghih-Mirzaei, Ehsan; Asadipour, Ali; Croatica Chemica Acta; vol. 91; 1; (2018); p. 19 – 28;,
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534595-51-2, 1-Boc-4-(isopropylamino)piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,534595-51-2

EXAMPLE 1; N-Isopropyl-N-piperidin-4-yl-3 -trifluoromethylbenzenesulfonamide (6); [0480] NaB(OAc)3H (14 g, 66 mmol, Aldrich) was added to a mixture of compound 1 (10 g, 50 mmol, Aldrich), compound 2 (3 g, 52.5 mmol, Aldrich), molecular sieves (4A beads, 2Og, Aldrich) in DCE (200 mL) at 0 0C. The resulting mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with MeOH (2mL), filtered over celite, washed with water, 2N NaOH and concentrated under vacuum to afford crude compound 3 as a colorless oil. Compound 4 (12 g, 49 mmol, Aldrich) was added to a mixture of the above crude compound 3, TEA (10 mL) and DCM (10 mL) at room temperature. The resulting mixture was heated and stirred at 37 0C for 2 days. The reaction mixture was then cooled to room temperature, washed with water (10 mL), brine, concentrated and purified by column (silica gel, EtOAc/hexanes 3/7) to obtain compound 5 as a sticky oil (10 g, yield 45% in two steps), which was dissolved in 100 mL of 1,4-dioxane. HCl (10 mL, concentrated aq.) was added to the 1,4-dioxane solution at room temperature. The resulting mixture was stirred at room temperature for 48 hours, and concentrated under vacuum. The residue was washed with ethyl ether, and dried to obtain the title compound 6 as HCl-salt, which was suspended in EtOAc, and neutralized with IN NaOH aq, concentrated and dried under vacuum to give compound 6 as colorless oil (5 g, yield 65%).

534595-51-2 1-Boc-4-(isopropylamino)piperidine 20801236, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; EURO-CELTIQUE S.A.; WO2007/118853; (2007); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6258-28-2,2-(2,6-Dioxopiperidin-4-yl)acetic acid,as a common compound, the synthetic route is as follows.

6258-28-2, (1) Synthesis of DTCM glutarimide [Show Image] First, the DTCM glutarimide C-6 represented by the Formula (III) above was synthesized as follows. One gram of the Compound (II) was dissolved in 10 mL of acetic acid; 1 mL of concentrated sulfuric acid was added to the solution; and the resulting mixture was heated at reflux for 2 hours. 5 mL of water was added to the reaction mixture, which is then heated at reflux for 2 hours. The reaction mixture was extract with ethyl acetate, and the resultant organic phase was washed with saturated saline, dried with anhydrous sodium sulfate, and the solvent was removed under reduced pressure to yield 0.85 g of an oily substance. This oily substance was dissolve in 20 mL of dimethyl formamide; 1.1 g of 1-(3-dimethyl aminopropyl)-3-ethyl carbodiimide, 7.1 g of 4-dimethyl aminopyridine and 1.4 mL of 1-hexane thiol were added to the solution; and the mixture was stirred at room temperature for 4 hours. Water was then added to the reaction solution thus obtained, which was extracted with chloroform, and the resultant organic phase was washed with saturated saline, and dried with anhydrous sodium sulfate. After filtration, the solvent was removed by vacuum distillation. The resulting residue was purified by using silica gel column chromatography to yield 0.69 g of the Compound (III) as a colorless solid. 1H-NMR (270 MHz, CDCl3) delta 0.89 (3H, t, J = 7.0 Hz), 1.30 (6H, complex), 1.55 (2H, dd, J = 7.6, 14.9 Hz), 2.36 (2H, complex), 2.73 (5H, complex), 2.90 (2H, t, J = 7.3 Hz); 13C-NMR (67.8 MHz, CDCl3) 14.1, 22.5, 27.7, 28.5, 29.3, 29.4, 31.3, 37.1, 47.9, 166.8, 171.12, 171.15.

The synthetic route of 6258-28-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Keio University; EP2308842; (2011); A1;,
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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.3518-83-0,N-Ethyl-4-hydroxypiperidine,as a common compound, the synthetic route is as follows.

N-Ethyl-4-hydroxypiperidine (3 g, 23.22 mmol) was dissolved in 20 mL of dry THF, TEA was added, and methanesulfonyl chloride (1.98 mL, 25.54 mmol) was slowly added dropwise under ice-cooling, and stirred at room temperature until the reaction was completed. 40 mL of water was added and ethyl acetate (3*50 mL) was used for extraction. The combined organic layer was washed successively with water (3*30 mL) and saturated NaCl solution (50 mL), dried over anhydrous Na2SO4 and filtered. The solvent was removed under reduced pressure, and the residue was isolated and purified by flash column chromatography (petroleum ether / ethyl acetate = 4/1, v / v) to give the product 4.0g, yield 81.2%. MS (ESI, m/z): 208(M +H)+., 3518-83-0

3518-83-0 N-Ethyl-4-hydroxypiperidine 77056, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; JIANG, Hualiang; LIU, Hong; GENG, Meiyu; ZHENG, Mingyue; AI, Jing; WANG, Yulan; WU, Xiaowei; LI, Shuangjie; PENG, Xia; LI, Chunpu; CHEN, Kaixian; WANG, Bao; (72 pag.)EP3470415; (2019); A1;,
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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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

A solution of n-BuLi (12.4 ml, 30.9 mmol, 2.5M in hexane) was added to a solution of 2,2,6,6-tetramethylpiperidine (4.8 g, 33.7 mmol) in 35 ml THF at 0 C. to form LTMP. In a separate flask, a solution of the product of step 2 (4.5 g, 14.04 mmol) and dibromomethane (5.3 g, 30.9 mmol) in 30 ml of THF was cooled to -70 C. After 30 min, LTMP solution was cooled to -70 C., and added to above solution via a cannula over 30 min at -65 C. After 10 min, a solution of lithium bis(trimethyl)silyl amide solution (28 ml, 28 mmol, 1M in THF) was added over 15 min at -70 C. The resulting mixture was allowed to warm to -20 C. and then cooled back to -70 C. A solution of s-BuLi solution (43.2 ml, 56.2 mmol, 1.3 M in cyclohexane) was added at -60 C. over 15 min. The mixture was allowed to warm to room temperature. A solution of n-BuLi (12.4 ml, 28 mmol, 2.5 in hexane) was added to the reaction, and the reaction was stirred at room temperature for 1 h. The reaction was cooled to -70 C. and transferred into an acidic ethanol solution (15 ml acetyl chloride and 75 ml ethanol) at 0 C. via a cannula over 1 h. The resulting mixture was diluted with 280 ml ether and washed with 280 ml 10% HCl solution. The aqueous layer was extracted with ether. The combined organic layer was washed with brine, dried with MgSO4, and concentrated. The residue was purified by chromatography (on silica gel, ethyl acetate/hexane=5/95) to give a brown liquid in 1.65 g. NMR spectra of the product were consistent for the proposed structure., 768-66-1

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

Reference：
Patent; Nagarajan, Srinivasan R.; Khanna, Ish Kumar; Clare, Michael; Gasiecki, Alan; Rogers, Thomas; Chen, Barbara; Russell, Mark; Lu, Hwang-Fun; Yi, Yu; Huff, Renee M.; Desai, Bipinchandra N.; Devadas, Balekudru; Parikh, Mihir D.; Penning, Thomas; US2004/92538; (2004); A1;,
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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.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 3-sopropoxy-brornobenzene (1.997 g, 1.0 equiv), N-Boc-4- vinylpiperidine (2.943 g, 1.5 equiv), Pd(OAc)? (167 mg, 0.08 equiv), and P(o-tol)3 (680 mg,024 equiv) in CH3CN- Et3N (1:1, 16 mL) was heated at 98 C for 6 h in a sealed vial After cooling to room temperature, the volatiles were removed in vacuo. To the residue, DCM was added, washed with water, brine, dried over Na2SO, filtered, and concentrated. The crude product was purified by column chromatography on silica gel with EtOAc/heptane (0-20%) as an eluent to give 3.1622 g (99%) of Intermediate L as a yellow oil., 180307-56-6

The synthetic route of 180307-56-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ATHENEX, INC.; SMOLINSKI, Michael P.; URGAONKAR, Sameer; CLEMENTS, James Lindsay; HANGAUER, David G., JR.; (149 pag.)WO2018/170225; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem