Tag: M.W:100-200

5810-56-0,5810-56-0, 4-Acetamidopiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

21.1 c N-(1-{4-[2-(4-Benzyloxy-6-oxo-6H-pyridazin-1-yl)-ethyl]-benzyl}-piperidin-4-yl)-acet- amideTo 125 mg (0.31 mmol) 5-benzyloxy-2-[2-(4-bromomethyl-phenyl)-ethyl]-2/-/-pyridazin-3-one (example 21.1 b) in 2.0 ml. DMF is added at RT 89 mg (0.63 mmol) lambda/-piperidin-4-yl- acetamide and 109 mul_ (0.63 mmol) N-ethyl-diisopropylamine. The reaction mixture is stirred 1 h at RT and is directly transferred to reverse HPLC purification (Waters symmetry, C18; water (0.15 % formic acid)/acetonitrile 95:5 to 5:95). Yield: 107 mg (74% of theory) ESI Mass spectrum: [M+H]+ = 461 Retention time HPLC: 3.2 min (method C).

As the paragraph descriping shows that 5810-56-0 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/22979; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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-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

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

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;,
Piperidine – Wikipedia
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: Chalcones analogs were synthesized by Claisen-Schmidt condensation reaction using appropriate equimolar amounts of substituted acetophenones and benzaldehydes in MeOH. NaOH was dissolved in the least amount of water and added dropwise (3mmol) (Scheme 1). Reactions were stirred overnight. All reactions were monitored by TLC using appropriate solvent or mixture of solvents. When the reaction was complete, the obtained precipitate was filtered, washed with cold methanol and dried under vacuum. The crude products were crystallized from different solvent systems based on their solubility or purified by column chromatography to give pure crystalline compounds.

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

Reference：
Article; Elkhalifa, Dana; Siddique, Abu Bakar; Qusa, Mohammed; Cyprian, Farhan S.; El Sayed, Khalid; Alali, Feras; Al Moustafa, Ala-Eddin; Khalil, Ashraf; European Journal of Medicinal Chemistry; vol. 187; (2020);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 500 ml four-necked round bottom flask equipped with a mechanical stirrer, a reflux, a thermometer, a funnel and a septum are added 40 g of water, 10 g K2CO3 (99%; 7,24·10-2 mol), 5 g 2,2,6,6-tetramethylpiperidine (99%; 3,53·10-2 mol) and 50 g toluene. Then, a solution of 21,702 g of Oxone (Monopersulfate, DuPont Specialty Chemicals, USA) (3,53·10-2 mol) in 100 g water is slowly added to the 500 ml flask while stirring vigorously (with a slightly exothermic reaction) and the flask is placed in a water bath at room temperature. After the addition, the reaction medium is stirred at room temperature for 30 minutes, and the organic phase becomes progressively red due to the formation of 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO). Then, the reaction medium is heated at 40 C. for further 30 minutes. The reaction medium is then cooled at room temperature, the stirring is terminated and the water phase is removed from the reaction flask. The red organic phase is then degassed by bubbling argon for 10 minutes. 11,124 g FeSO4.7H2O (4·10-2 mol) are then slowly added under an argon atmosphere and while stirring vigorously. Then, a degassed mixture of 100 ml methanol and 36,7 g of styrene (3,53 10-1 mol) are added rapidly to the reaction flask and the temperature is increased to 40 C. Finally, a solution of 13,71 g hydrogen peroxide (35%; 0.1412 mol) in 15 g methanol is added slowly (dropwise) for 28 minutes while keeping the temperature between 30 and 40 C. (with an exothermic reaction). When the addition is complete, the reaction mixture is allowed to react while stirring vigorously by room temperature for 2 h 30 mins. [0108] The brown solution is then filtered and the residual styrene, hydrogen peroxide and methanol are then removed in vacuo at 50 C. To the viscous brown residue obtained is added 100 g of CH2Cl2 and 30 g of water, and then HCl is added until the pH is 3. The organic phase is then washed 2 times with an acidic solution (pH is 3) in order to remove the excess 2,2,6,6-tetramethylpiperidine. The organic phase is finally dried under MgSO4, filtered and dried in vacuo at 50 C. 2,79 g of a viscous light yellow oil is obtained.Synthesis of 1-phenyl-1-(2′,2′,6′,6′-tetramethyl-1′-piperidinyloxy)-2-hydroxyethane 1 using Oxone (potassium monopersulfate, DuPont Specialty Chemicals, USA) as the oxidizing agent: scale-up To a 6 l four-necked round bottom flask equipped with a mechanical stirrer, a reflux condenser a thermometer, a funnel and a septum are added 634 g of water, 158,42 g K2CO3 (99%; 1,146 mol), 79,21 g 2,2,6,6-tetramethylpiperidine (99%; 5,607·10-1 mol) and 792,1 g toluene. Then, a solution of 343,8 g of Oxone (Monopersulfate, DuPont Specialty Chemicals, USA) (5,59·10-1 mol) in 1584 g water is slowly added (over a period of 1 h 40 mins.) to the 6 l flask while stirring vigorously (slightly exothermic reaction) and the flask is placed in a water bath at room temperature. After the addition is complete, the reaction medium is stirred at room temperature for 30 minutes, and the organic phase becomes progressively red due to the formation of 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO). Then, the reaction medium is heated at 40 C. for a further 30 minutes. [0126] The reaction medium is then cooled at room temperature, the stirring is terminated and the water phase is removed from the reaction flask. The red organic phase is then degassed by bubbling argon for 10 minutes. 176,23 g FeSO4·7H2O (6,34·10-1 mol) are then slowly added in an argon atmosphere, while stirring vigorously. Then, a degassed mixture of 1584,2 g of methanol and 581,4 g of styrene (5,582 mol) is added rapidly to the reaction flask and the temperature is increased to 30 C. Finally, a solution of 217,19 g hydrogen peroxide (Merck, 35%; 2,235 mol) in 237,63 g methanol is slowly added (dropwise) for 5 h 40 minutes while keeping the temperature at between 30 and 40 C. When the addition is complete, the reaction mixture is allowed to react while stirring vigorously at room temperature for 15 h. [0127] The brown solution is then filtered and the residual styrene, hydrogen peroxide and methanol are then removed in vacuo at 50 C. To the viscous brown residue obtained is added 1500 g of CH2Cl2 and 475 g of water, and then HCl is added until the pH is 3. The organic phase is then washed twice with an acidic solution (pH=3) in order to remove the excess 2,2,6,6-tetramethylpiperidine. The organic phase is finally dried under MgSO4, filtered and dried in vacuo at 50 C. 121 g of a viscous light yellow oil is obtained. [0128] In order to remove polystyrene formed during the reaction (optional step), the product is dissolved in chloroform and then precipitated in methanol. After filtration, the methanol phase is dried in vacuo and this operation is repeated once to obtain 71,35 g of a slightly yellow oil. This oil contains 1 and very low molecular weight polystyrene. The alkoxyamine 1 may be purified by flash chromatography or by high vacuum dist…

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Detrembleur, Christophe; Gross, Thomas; Meyer, Rolf-Volker; US2003/236368; (2003); 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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

Example 4 The procedures were carried out in the same manner as in Example 2, except that a toluene (8 g) solution containing 0.60 g (4.3 mmol, 1 mol %) of 2,2,6,6-tetramethylpiperidine was added, dropwise, to phenyl sodium, which had been prepared by reacting 20.0 g (0.870 mol) of sodium dispersion and 48.0 g (0.426 mol) of chlorobenzene in 160 g of toluene, at room temperature, and then the reaction mixture was stirred for 1 hour, to give benzyltrimethylsilane, at the reaction yield of 99.0%.

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

Reference：
Patent; K· I Chemical Industry Co., Ltd.; US6024897; (2000); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 1-(2-Oxopyrrolidin-1-yl)acetamidoxime (2.40 equiv) was stirred in dry THF with 4A MS for 1 h, and NaH (60% inoil, 3.0 equiv) was added and stirred for 50 mins and then heated at 50 C for 30 min. A solution of an ester 5a~f (1.0 equiv) in THF was added dropwise and the reaction mixture was heated under reflux for 1.5 h. After cooling, solvent was removed from the reaction mixture and the residue was extracted with CH2Cl2. The organic extract was concentrated in vacuo, and the residue was purified by column chromatography on silica gel using chloroform/methanol (30:1~10:1) as eluent to obtain the corresponding compound 6a~f.

5166-67-6, 5166-67-6 Ethyl N-methylpiperidine-3-carboxylate 97981, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Muthusamy, Selvaraj; Lee, Soo Min; Huang, Minghua; Cho, Nam-Chul; Nam, Ghilsoo; Pae, Ae Nim; Rhim, Hyewhon; Keum, Gyochang; Choi, Kyung Il; Bulletin of the Korean Chemical Society; vol. 37; 7; (2016); p. 1020 – 1028;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5166-67-6,Ethyl N-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

3-Methyl-5-(l-methylpiperidin-3-yl)-l,2,4-oxadiazole (86):N-methyl-ethyl nipecotate (85) (0.7 g, 0.0041 mol) and acetamide oxime (0.75g, 0.0102 mol) were dissolved in 30 mL tetrahydrofuran. Sodium methoxide (1.Ig9 0.0205 mol) was added and the mixture was heated at reflux for 2 hours. The mixture was concentrated to remove THF and partitioned between water (25 mL) and dichloromethane (1 x 25 mL). The aqueous layer was extracted with an additional 2 x 25 mL dichloromethane. The combined organics were washed with 1 x 50 mL saturated sodium chloride, and dried over Na2SO4. The dried organics were evaporated to an oil. The residue was chromatographed with 5 g silica gel, 5% methanol/ethyl acetate, to obtain 0.51 g of the free base. Hydrochloric acid in ethanol (2.5 M) (1.6 mL, 0.011 mol) was added and the mixture was concentrated to dryness. Crystallization from ethanol/MTBE afforded 436 mg of 86 as white solid. MS (ESI) m/z 182 [M+H]+. 1H NMR (DMSO-d6) delta 1.59-1.66 (m, 1 H), 1.88-1.98 (s, 2 H), 2.17-2.20 (d, IH), 2.34 (s, 3 H), 2.77 (s, 3 H), 2.92-2.95 (m, 1 H), 3.18-3.21 (m, 1 H), 3.37-3.47, (d, IH), 3.60- 3.78, (m, 2H)., 5166-67-6

5166-67-6 Ethyl N-methylpiperidine-3-carboxylate 97981, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MITHRIDION, INC.; TWOSE, Trevor, M.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; VERDONE, Melinda, L.; WO2010/102218; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1,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.

EXAMPLE 5 Synthesis of 2-chloro-2-(2,2,6,6-tetramethyl-1-piperidinylthio)imino acetonitrile A commercial 2.5M n-BuLi solution (71 mL, 177 mmol) is added dropwise to a solution of 2,2,6,6-tetramethylpiperidine (25 g, 177 mmol) in anhydrous tert-butyl methyl ether (100 mL) at -20 C. The above solution is transferred into an addition funnel and is added dropwise to a solution of 3,4-dichloro-1,2,5-thiadiazole (27.4 g, 177 mmol) in anhydrous tert-butyl methyl ether (270 mL) at -50 C. Water (200 mL) is added and the reaction is allowed to warm to rt. The organic layer is decanted and the aqueous layer is extracted with diethyl ether (250 mL). The combined organic layers are washed with a 10% aqueous solution of acetic acid (100 mL) and water (100 mL). Toluene is added and the solution is concentrated under vacuum to afford the title compound (34 g, 74%): 1H-NMR (CDCl3): delta (ppm) 1.32 (s, 12H); 1.54-1.64 (m, 6H); 13C-NMR (CDCl3): delta (ppm) 17.2, 27.5, 32.7, 41.0, 61.2, 100.0, 111.8; IR (cm-1): 2225 (CN).

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

Reference：
Patent; Borghese, Alfio; Mancuso, Vincenzo; Merschaert, Alain; US2009/156808; (2009); 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.280774-03-0,(1-Isopropylpiperidin-4-yl)methanol,as a common compound, the synthetic route is as follows.

Step D: Preparation of (4-Chlorophenyl)-[2-(1-isopropyl-piperidin-4-ylmethoxy)-3-methyl-3H-imidazol-4-yl]-methanone. (1-Isopropyl-piperidin-4-yl)-methanol (0.08 g) in THF (10 mL) was treated with NaH (60% in mineral oil, 0.02 g). After 30 min, the reaction mixture was cooled to 0 C. and the product of Example V, Step C (0.125 g) in THF (5 mL) was added. After stirring overnight, the reaction mixture was partitioned between brine and EtOAc. The organic portion was separated, washed twice with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography with silica gel using a gradient elution of 1-4% MeOH in CH2Cl2 to provide (4-Chloro-phenyl)-[2-(1-isopropyl-piperidin-4-ylmethoxy)-3-methyl-3H-imidazol-4-yl]-methanone (0.07, 51 %) as a white solid. M calc=375; M+H found=376. 1H NMR (400 MHz, CDCl3): delta7.66 (d, J=8.3 Hz, 2H), 7.37 (d, J=8.6 Hz, 2H), 7.13 (s, 1H), 4.24 (d, J=6.1Hz, 2H), 3.69 (s, 3H), 2.88 (br d, J=11.0 Hz, 2H), 2.69 (m, 1H), 2.12 (br dd, J=12.6, 9.6 Hz, 2H), 1.88-1.69 (br m, 1H), 1.37 (br dd (J=23.2, 9.3 Hz, 2H), 0.99 (d, J=6.6 Hz, 6H), 280774-03-0

280774-03-0 (1-Isopropylpiperidin-4-yl)methanol 11147855, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Jones, Todd K.; Mani, Neelakandha; US2005/250948; (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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

The 131 mg 2, 2, 6, 6 – tetramethyl hexahydro pyridine plus 1.5 ml anhydrous toluene, cooling to 0 C, dropwise 0.37 ml 2 . 5M BuLi, in canada finishes 0 C to 5 C stirring reaction 30min, then dropwise 1 ml 0 . 9MEt2AlCl (toluene) solution, in canada finishes 0 C to 5 C stirring reaction 40min, then the instillment contains 70 mg (0.232mmol) embodiment 6 compound of 1.5 ml of a toluene solution, canada finishes C – 5 C stirring for 20 hours. TLC display raw material spot disappears, carefully dropwise methanol stopped reaction, adds full and NH4Cl, extraction with ethyl ether, the combined extract, water washing, water-free Na2SO4Drying, filtering, the filtrate is silica gel short column purification, petroleum ether/EtOAc (10/1) elution, to obtain the product 50 mg (71.4%), Rf=0.35 (petroleum ether/EtOAc=4/1).

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Zhejiang Aoxiang Pharmaceutical Co., Ltd.; Zheng Zhiguo; (45 pag.)CN103304375; (2017); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem