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Copper nanoparticles stabilized on nitrogen-doped carbon nanotubes as efficient and recyclable catalysts for alkyne/aldehyde/cyclic amine A 3-type coupling reactions

Metallic copper nanoparticles have been efficiently dispersed and stabilized on nitrogen-doped carbon nanotubes. They are about 8-10 nm in diameter and highly resistant against bulk oxidation. Their catalytic activity and recyclability have been investigated in A3-type coupling reactions for the synthesis of propargylamines. It was easily possible to prepare diastereomerically pure derivatives of proline and to efficiently recover and reuse the supported catalyst several times.

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Piperidine – Wikipedia,
Piperidine | C5H8054N – PubChem

 

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Chemistry is an experimental science, Formula: C7H13NO2, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 2971-79-1, Name is Methyl piperidine-4-carboxylate

Discovery and optimization of a series of small-molecule allosteric inhibitors of MALT1 protease

We describe a series of potent and highly selective small-molecule MALT1 inhibitors, optimized from a High-Throughput Screening hit. Advanced analogues such as compound 40 show high potency (IC50: 0.01 muM) in a biochemical assay measuring MALT1 enzymatic activity, as well as in cellular assays: Jurkat T cell activation (0.05 muM) and IL6/10 secretion (IC50: 0.10/0.06 muM) in the TMD8 B-cell lymphoma line. Compound 40 also inhibited cleavage of the MALT1 substrate RelB (IC50: 0.10 muM). Mechanistic enzymology results suggest that these compounds bind to the known allosteric site of the protease.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Formula: C7H13NO2, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 2971-79-1, in my other articles.

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Piperidine – Wikipedia,
Piperidine | C5H7883N – PubChem

 

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Methyl 1-(4-methoxybenzyl)piperidine-4-carboxylate; 4-Methoxybenzyl chloride (1.10 g, 6.98 mmol) was added dropwise to a solution of isonipecotic acid methyl ester (1.00 g, 6.98 mmol) and triethylamine (1.40 g, 14 mmol) in THF (30 ml), and stirring was carried out for 72 h at 60 C. 5% sodium hydrogen carbonate solution (50 ml) was then added to the reaction mixture, and extraction with ethyl acetate (3¡Á50 ml) was carried out. The combined organic phases were dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography with cyclohexane/ethyl acetate (2:1).Yield: 1.23 g (67%) of methyl 1-(4-methoxybenzyl)piperidine-4-carboxylate1H-NMR (DMSO-d6): 1.53 (dq, 2H); 1.77 (dd, 2H); 1.93 (dt, 2H); 2.28 (tt, 1H); 2.71 (td, 2H); 3.35 (s, 2H); 3.58 (s, 3H); 3.72 (s, 3H); 6.86 (d, 2H); 7.17 (d, 2H)., 2971-79-1

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Reference£º
Patent; Gruenenthal GmbH; US2008/312231; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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2971-79-1, Methyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2971-79-1, General procedure: A solution of 56 (1.50 g, 7.16 mmol), the appropriate secondary amine (8.59 mmol, 1.20 equiv) and diisopropylethylamine (1.50 mL, 8.59 mmol) in n-butanol (15 mL)was heated in a microwave reactor using variable wattage to 140 C for 1 h. The mixture was concentrated and purified by flash column chromatography on silica, eluting with 9:1 dichloromethane/methanol, to give gave 58-63.

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Reference£º
Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728,16;; ; Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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2971-79-1, Methyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of {3-(5-Chloro-2-difluoromethoxyphenyl)-4-[(pyrazolo[1,5-a]pyrimidine-3-carbonyl)amino]pyrazol-1-yl}acetic acid (500 mg, 1.08 mmol) in DMF (5 mL) was added methyl piperidine-4-carboxylate (232.1 mg, 1.62 mmol), DIEA (279.2 mg, 2.16 mmol), HATU (493.5 mg, 1.30 mmol). The resulting solution was stirred at room temperature overnight. The resulting mixture was concentrated under vacuum. The residue was purified by flash chromatography on silica gel eluting with 3% MeOH in DCM. This resulted in 500 mg (79%) of methyl 1-(2-[3-[5-chloro-2-(difluoromethoxy)phenyl]-4-[pyrazolo[1,5-a]pyrimidine-3-amido]-1H-pyrazol-1-yl]acetyl)piperidine-4-carboxylate as yellow oil. LCMS (Method 25) [M+H]+=588.1, RT=0.87 min.

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Reference£º
Patent; Genentech, Inc.; Zak, Mark Edward; Ray, Nicholas Charles; Goodacre, Simon Charles; Mendonca, Rohan; Kellar, Terry; Cheng, Yun-Xing; Li, Wei; Yuen, Po-Wai; US2015/336962; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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2971-79-1, Methyl piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Example 340F (9.5 g, 25.1 mmol) and methyl isonipecotate (7.19 g, 50.2 mmol) in DMF (70 ML) was added EDC (9.64 g, 50.2 mmol), HOBt (6.78 g, 50.2 mmol) and triethylamine (7.0 ML, 50.2 mmol).The reaction mixture was stirred at room temperature for 15 hours.ethyl acetate (800 ML) was added, and the mixture was washed with brine, and concentrated.The residue was purified by flash chromatography (60% EtOAc in hexane) to give example 340G as white powder (10.86 g, 94%). MS (ESI+) m/z 503 (M+H)+., 2971-79-1

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Reference£º
Patent; Abbott Laboratories; US2004/116518; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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The synthetic route of 2971-79-1 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.2971-79-1,Methyl piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 6; 3-(l-(5-Ethylpyrimidin-2-yl)piperidin-4-yl)-N-(2-fluoro-4- (methylsulfonyl)phenyl)-[l,2,4]triazolo[4,3-a]pyrazin-8-amineStep 1. Methyl l-(5-ethylpyrimidin-2-yl)piperidine-4-carboxylate[0321] To a solution of methyl piperidine-4-carboxylate (7.1 g, 50 mmol) in DMF (50 mL), was added 2-chloro-5-ethylpyrimidine (14 g, 100 mmol) and diisopropylethylamine (10 mL). The reaction mixture was heated to 1000C for 2 h. The solution is then poured into ice water (500 mL), and extracted with ethyl acetate (2 x 200 mL). Purification by silica gel chromatography (gradient 10% to 50% ethyl acetate/hexanes) afforded methyl l-(5-ethylpyrimidin-2-yl)piperidine-4- carboxylate as a light yellow oil (8.6 g, 69%). LCMS: 250.2 (M+H)+., 2971-79-1

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Reference£º
Patent; KALYPSYS, INC.; KAHRAMAN, Mehmet; SMITH, Nicholas, D.; BONNEFOUS, Celine; NOBLE, Stewart, A.; PAYNE, Joseph, E.; WO2010/88518; (2010); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2971-79-1,Methyl piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

General procedure: A mix of methyl piperidine-4-carboxylate or ethyl 2-(piperidin-4-yl)acetate (10 mmol) in acetonitrile (20 ml), 1a-j (11 mmol),anhydrous K2CO3 (12 mmol) was refluxed under nitrogen for 8 hat 85 C. The mixture was then cooled and filtered and the solvent removed in vacuum. The residue was dissolved in ethyl acetate(50 ml) and washed with water (15 ml). Drying and removal of the solvent followed by chromatography (ethyl acetate/petroleumether = 1:4) afforded desired product 2a-j.

2971-79-1, 2971-79-1 Methyl piperidine-4-carboxylate 424914, apiperidines compound, is more and more widely used in various.

Reference£º
Article; Wang, Jin; Wang, Zhi-Min; Li, Xue-Mei; Li, Fan; Wu, Jia-Jia; Kong, Ling-Yi; Wang, Xiao-Bing; Bioorganic and Medicinal Chemistry; vol. 24; 18; (2016); p. 4324 – 4338;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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To a stirred solution of methyl 4-piperidinecarboxylate (4.5 g, 30 mmol) in CH2Cl2(10 mL), propionyl chloride (3.5 mL, 40 mmol) and triethyl amine (5.6 mL, 37 mmol)were added slowly at 0 C. The reaction was continued at 0 C for 4 h. Then thereaction was quenched by adding water (10 mL), and extracted with CH2Cl2(2¡Á20 mL). The combined organic layer was washed with water, brine, dried overanhydrous Na2SO4 and filtered. After the solvent was removed under reducedpressure, methanol (20 mL) and aqueous NaOH (5.0 N, 20 mL) were added to theresidue. The resulted mixture was stirred at RT for 16 h. The methanol was removedunder reduced pressure, and pH of the solution was adjusted to 6-7 with 5 N aqueousHCl. The mixture was extracted with CH2Cl2 (3¡Á50 mL), and the combined organiclayer was washed with water, brine, dried over anhydrous Na2SO4 and filtered. Thesolvent was evaporated under vacuum, and the crude product was purified by silicagel column chromatography with PE/EtOAc (3:1) as eluent to afford 3 as a whitesolid (5.11 g, 88%), mp 86.5-87.8 C. 1H NMR (600MHz, CDCl3): delta 4.41 (d,J=13.3 Hz, 1H), 3.82 (d, J=13.6 Hz, 1H), 3.16-3.11 (m, 1H), 2.88-2.83 (m, 1H),2.60-2.56 (m, 1H), 2.39- 2.35 (m, 2H), 1.98-1.96 (m, 2H), 1.74-1.63 (q, J=7.4 Hz, 2H), 1.15 (t, J=7.4 Hz, 3H). (LC-MS, m/z): Calcd for C9H16NO3 ([M+H]+) 186.2, found:186.4.

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Reference£º
Article; Jia, Limeng; Miao, Caihong; Dong, Fugui; Li, Wei; Wang, Min; Zheng, Qi-Huang; Xu, Zhidong; Bioorganic and Medicinal Chemistry Letters; vol. 29; 13; (2019); p. 1654 – 1659;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem