Downstream synthetic route of 85908-96-9

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85908-96-9, Example 27 – Preparation of Intermediate 6 The synthesis of Intermediate 6 followed the procedure of General Procedure 9 following: Intermediate 6 To a cooled solution (-78OC) of diisopropylamine (8.74 g, 86.4 mmol, 1.6 eq) in THF (200 mL) was added n-BuLi (34.5 mL, 86.4 mmol, 1.6 eq), and the mixture stirred for 1 hour at 0OC. The mixture was cooled to -78OC and to it was added tert-butyl 2- oxopiperidine-1-carboxylate (10.0 g, 54.0 mmol, 1.0 eq). The mixture was stirred for 1 hour and methyl chloroformate (6.12 g, 64.8 mmol, 1.2 eq) was added. The reaction mixture was allowed to warm to room temperature overnight, and was monitored by TLC and LC-MS. After completion, the reaction mixture was quenched with ammonium chloride and evaporated under reduced pressure. The residue was extracted with ethyl acetate (2 x 150 mL), and the combined organic phases were washed with water, brine, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography using silica gel (60-120 mesh) eluting with 40% ethyl acetate in n- hexane to yield 1-(tert-butyl)-3-methyl-2-oxopiperidine-1,3-dicarboxylate (Intermediate 6, 9.2 g, yield: 70%) m/z 202.13 [M-56]+; 1H NMR (400 MHz, DMSO) delta 3.70 (s, 1H), 3.62-3.50 (m, 3H), 2.10-1.89 (m, 2H), 1.88-1.72 (m, 2H), 1.42 (s, 9H) ppm.

85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; ESTIARTE-MARTINEZ, Maria de los Angeles; KITA, David Ben; SHIAU, Timothy Philip; (340 pag.)WO2016/138532; (2016); A1;,
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New learning discoveries about 35856-62-3

35856-62-3, As the paragraph descriping shows that 35856-62-3 is playing an increasingly important role.

35856-62-3, Piperidine-1-sulfonyl chloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

REFERENCE EXAMPLE 16 Into a solution of 2 g of 7-hydroxy-4-methyl-1-indanone in 10 ml of dichloroethane was added 2.27 g of 1-piperidine sulfonyl chloride. Then 10 g of anhydrous aluminum chloride was gradually added to the mixture and stirred, and the reaction mixture was refluxed by heating for 8 hours. The reaction mixture was extracted with 200 ml of chloroform, washed with water, then the chloroform was removed by evaporation under a reduced pressure. The residue was purified by means of a silica gel column chromatography (eluent: chloroform), and recrystallized from ethanol to obtain 1.24 g of 7-hydroxy-4-methyl-6-(1-piperidinesulfonyl)-1-indanone.

35856-62-3, As the paragraph descriping shows that 35856-62-3 is playing an increasingly important role.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US4792628; (1988); A;,
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Some tips on 710972-40-0

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

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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Some tips on 1067915-34-7

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

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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New learning discoveries about 664362-16-7

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

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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Downstream synthetic route of 10338-57-5

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

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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Some tips on 10338-57-5

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

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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New learning discoveries about 534595-51-2

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

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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Brief introduction of 6258-28-2

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

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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Simple exploration of 3518-83-0

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

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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