Month: November 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.138227-63-1,tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Reference Example 6 N-[4-(1-t-Butoxycarbonylpiperidin-4-yloxy)phenyl]ethanesulfonamide To a solution of 4-(1-t-butoxycarbonylpiperidin-4-yloxy)aniline (10.6 g) and pyridine (8 ml) in dichloromethane (75 ml) was added dropwise ethanesulfonyl chloride (4.1 ml) in an ice bath and the mixture was stirred at room temperature for 5 hours. After addition of methanol (1 ml), the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using hexane/ethyl acetate=3/2 as an eluant to give the desired compound (11.7 g, yield 84%) as a pale pink solid. 1H NMR (400 MHz, CDCl3) delta ppm: 1.38 (3H, t, J=8.0), 1.47 (9H, s), 1.74 (2H, m), 1.90 (2H, m), 3.07 (2H, q, J=8.0), 3.34 (2H, m), 3.69 (2H, m), 4.42 (1H, m), 6.88 (2H, d, J=9.0), 7.17 (2H, d, J=9.0)., 138227-63-1

138227-63-1 tert-Butyl 4-(4-aminophenoxy)piperidine-1-carboxylate 22181157, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; US6555556; (2003); 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.71486-53-8,Methyl 4-oxopiperidine-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

71486-53-8, Referential Example 8 1.94 g of methyl 4-oxo-3-piperidinecarboxylate hydrochloride, 1.68 g of sodium hydrogencarbonate and 1.67 g of ethyl bromoacetate were dissolved in a mixed solvent comprising 32 ml of water and 8 ml of diethyl ether and stirred at room temperature overnight. 50 ml of ethyl acetate was added to the reaction liquid, and the organic layer was separated by liquid-liquid separation. This was dried with sodium sulfate and concentrated. The resulting residue was purified by silica gel column chromatography (using a gradient eluent of chloroform to chloroform/methanol=100/1) to obtain 1.5 g of ethyl 3-methoxycarbonyl-4-oxo-1-piperidineacetate as an oily substance. Mass spectrum (m/z): FAB (Pos) 244(M+ +1) NMR spectrum (CDCl3, TMS internal standard):

The synthetic route of 71486-53-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5773442; (1998); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.385425-15-0,1-(4-Iodophenyl)piperidin-2-one,as a common compound, the synthetic route is as follows.

Example 52 1-(4-Methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid (61). A solution of 1-(4-methoxy-phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester (50, 2.0 g, 6.4 mmol), 1-(4-iodo-phenyl)-piperidin-2-one (60, 2.5 g, 8.3 mmol, 1.3 equiv), and K2CO3 (325 mesh powder, 1.80 g, 12.8 mmol, 2.0 equiv) in DMSO (35 mL) was degassed three times under a steady nitrogen stream before being treated with CuI (244 mg, 1.3 mmol, 20% equiv) and 8-hydroxyquinoline (189 mg, 1.3 mmol, 20% equiv) under N2. The resulting reaction mixture was subsequently degassed three times again before being warmed up to 125 C. for 10 h. When HPLC showed the coupling reaction was complete, the reaction mixture was cooled down to 5-10 C. before being treated with 14% NH4OH aqueous solution (30 mL) and ethyl acetate (30 mL) at 5-10 C. with good stirring. The mixture was stirred for an additional 1 h at 5-10 C. The mixture was filtered through a Celite bed and the Celite bed was washed with water (2*10 mL). The two layers of the filtrates were separated, and the aqueous layer was acidified by 1 N aqueous HCl solution to pH=4. The mixture was subsequently stirred at 5-10 C. for an additional 1 h. The solids were collected by filtration, washed with water (2*5 mL), and dried in vacuo at 40-45 C. for 12 h to afford the crude desired 1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid (61, 2.0 g, 2.95 g theoretical, 68%), which was found to be pure enough to do the following reaction without further purification. For 61, CIMS m/z 461 (M++H, C25H24N4O5)., 385425-15-0

As the paragraph descriping shows that 385425-15-0 is playing an increasingly important role.

Reference£º
Patent; Zhou, Jiacheng; Oh, Lynette M.; Ma, Philip; Li, Hui-Yin; Confalone, Pasquale; US2003/181466; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

373604-28-5, tert-Butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Sodium hydride (40 mg, 1.0 mmol) was added to a 0C solution of tert-butyl 3-fluoro-4- hydroxypiperidine-1-carboxylate (200 mg, 0.9 12 mmol) in DMF (3.0 mL). The reaction mixture was stirred at 0C for 5 minutes, and then iodomethane (63 jiL, 1.0 mmol) was added. The mixture was slowly warmed to room temperature and stirred for 16 h. The mixture was dilutedwith EtOAc and washed with water and then brine. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by colunm chromatography on silica gel (0 – 70% EtOAc/Hexanes) to afford tert-butyl 3-fluoro-4- methoxypiperidine-1-carboxylate as an oil.

373604-28-5, As the paragraph descriping shows that 373604-28-5 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; FISCHER, Christian; BOGEN, Stephane, L.; CHILDERS, Matthew, L.; LLINAS, Francesc Xavier Fradera; ELLIS, J. Michael; ESPOSITE, Sara; HONG, Qingmei; HUANG, Chunhui; KIM, Alexander, J.; LAMPE, John, W.; MACHACEK, Michelle, R.; MCMASTERS, Daniel, R.; OTTE, Ryan, D.; PARKER, Dann, L., Jr.; REUTERSHAN, Michael; SCIAMMETTA, Nunzio; SHAO, Pengcheng, P.; SLOMAN, David, L.; UJJAINWALLA, Feroze; WHITE, Catherine; WU, Zhicai; YU, Yang; ZHAO, Kake; GIBEAU, Craig; BIFTU, Tesfaye; BIJU, Purakkattle; CHEN, Lei; CLOSE, Joshua; FULLER, Peter, H.; HUANG, Xianhai; PARK, Min, K.; SIMOV, Vladimir; WITTER, David, J.; ZHANG, Hongjun; (297 pag.)WO2016/89797; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

113310-52-4, 4-(Piperidin-4-yl)aniline is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Substrates NT1-003 (80 mg, 0.32 mmol) and NT1-004 (28.4 mg, 0.32 mmol) were mixed in a microwave tube with EtOH (1 mL). Then 0.1NHC1 (1 mL) was added to the tube. The vessel was sealed and heated to 150 C for 40 minutes. The solvent was removed under reduced pressure, the residue washed with DCM, and filtered to afford 5 -chloro-N2-(4-Q,iperidin-4-yl)phenyl)-1V4-((tetrahydrofuran-2-yl)methyl)pyrimidine-2,4- diamine (NT1-005) as a peach solid (90 mg, 72.0%), mp 160 C (dec.). HPLC 85.6% [R = 7.51 mm, 30% CH3OH in 0.1% TFA water 20 mm]. ?H NMR (400 MHz, Methanol-d4) oe 7.94 (s,1H), 7.49 (d, J= 8.2 Hz, 2H), 7.35 (d, J= 8.4 Hz, 2H), 4.16 (p, J= 6.2 Hz, 1H), 3.86-3.68 (m,2H), 3.65 -3.46 (m, 4H), 3.22-3.09 (m, 2H), 3.00-2.90 (m, 1H), 2.14- 1.82 (m, 8H), 1.69-1.58(m, 1H). ?3C NMR (101 MHz, Methanol-d4) oe 159.20, 151.43, 141.84, 139.72, 135.04, 127.16,122.99, 105.19, 76.74, 67.63, 45.23, 44.15, 39.15, 29.68, 28.54, 25.01. LC-MS (ESI+) m/z388.18965 (M+H) HRMS (ESI+) m/z calculated for C2oH26ClN5O(M+H)388.1899, found,388.1900.

113310-52-4, 113310-52-4 4-(Piperidin-4-yl)aniline 22047841, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; MAHAJAN, Nupam, P.; MAHAJAN, Kiran, N.; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; WO2015/21149; (2015); 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.14691-88-4,4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl,as a common compound, the synthetic route is as follows.

To a solution of 6-Hydroxy-2,5,7,8-tetramethylchromane-2-carboxylic acid (2.50 g, 10 mmol), 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl (1.71 g, 10 mmol) and 4-4-Dimethylaminopyridine (DMAP) (0.6 g, 5 mmol) in CH2Cl2 (50 mL) at 0-5¡ã C., EDAC (2.14 g, 11 mmol) in dichloromethane (50 mL) was added dropwise. After the addition was complete, the mixture was stirred at room temperature overnight. The reaction mixture was washed with water (2*50 mL), 1N HCl (20 mL) and saturated Na2CO3 (20 mL) and dried over MgSO4. After MgSO4 was filtered off, the solvent was removed in vacuum to give a solid. The solid was purified by column chromatography (silica gel, EtOAc/Hexane 1:10). The product, 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-N-(1-nitroxy-2,2,6,6-tetramethylpiperidin-4-yl)-2H-chromene-2-carboxamide, was an orange solid (2.61 g). The yield was 64.7percent. Used as is in the next step.

14691-88-4, 14691-88-4 4-Amino-2,2,6,6-tetramethylpiperidine 1-Oxyl 550942, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; Patil, Ghanshyam; Mousa, Shaker A.; US2008/200405; (2008); 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.141699-59-4,tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of 4-bromo-pyrazole (10.44 g, 71.03 mmol) in anhydrous DMF (96 mL), cooled to 0¡ã C., was slowly added NaH (60percent in mineral oil) (3.13 g, 78.133 mmol). The solution was stirred for 1 hour at 0¡ã C. 4-Methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester (19.82 g, 71.03 mmol) was added slowly and the reaction was heated to 100¡ã C. overnight or until consumption of the pyrazole by NMR. The reaction was cooled to room temperature and water added (20 mL) followed by extraction with EtOAc. The combined extracts were washed with saturated aqueous NaCl (4*20 mL), dried with Na2SO4 and concentrated to afford 4-(4-bromo-pyrazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester as an orange oil. The oil was purified using silica gel chromatography eluding with 10percent EtOAc/hexanes to 25percent EtOAc/hexanes to provide 4-(4-bromo-pyrazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester as a white solid (10.55 g, 45percent yield) with a Rf=0.4 (25percent EtOAc/hexanes, using iodine as the stain). 1H NMR (CDCl3, 400 MHz) delta 7.46 (s, 1H), 7.43 (s, 1H), 4.23 (m, 3H), 2.88 (m, 2H), 2.10 (m, 2H), 1.88 (m, 2H), 1.47 (s, 9H)., 141699-59-4

141699-59-4 tert-Butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate 4184869, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; AGOURON PHARMACEUTICALS, INC.; US2006/46991; (2006); 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.20845-34-5,1-Methyl-2-piperidinemethanol,as a common compound, the synthetic route is as follows.

A mixture of (1-methylpiperidin-2-yl)methanol (74a) (78 mg, 0.61 mmol, 1.3 eq), compound 4d (114 mg, 0.47 mmol), and PPh3 (162.2 mg, 0.61 mmol, 1.3 eq) in dry THF(10 mL) under N2 at 0¡ãC was treated with DIAD (0.12 mL 0.61 mmol) and the reaction mixture was stirred for two days, allowing it to warm to 20 ¡ãC. The solvent was removed under vacuum, and the residue was partitioned between CH2C12 and dil. aq. HC1 (the product did not go into the aqueous layer). The organic layer was separated and washed with aq.KOH, and dried (Na2SO4). Chromatographyon Si02 eluting with 50percent CH2C12/hexanes then50percent CH2C12/EtOAc gave 6-fluoro-2-methyl-4-(( 1 -methylazepan-2-yl)oxy)-9H-xanthen-9- one (74b) (8.0 mg 4.8percent): ?H NIVIR (CDC13) 5 8.34 (dd, J= 8.9, 6.5 Hz, 1H), 7.70 (dd, J= 1.8, 0.8Hz, 1H), 7.25 (dd, J= 9.4, 2.4 Hz, 1H), 7.12-7.07 (m, 2H), 4.62-4.56 (m, 1H), 2.98 (dd, J 13.6, 4.2 Hz, 1H), 2.88 (dd, J 13.6, 7.2 Hz, 1H), 2.75-2.69 (m, 1H), 2.64-2.59 (m, 1H), 2.46 (s, 3H), 2.44 (s, 3H), 2.25-2.17 (m, 1H), 2.02-1.94 (m, 1H), 1.89-1.75 (m, 3H), 1.67-1.58 (m, 1H)., 20845-34-5

As the paragraph descriping shows that 20845-34-5 is playing an increasingly important role.

Reference£º
Patent; AUCKLAND UNISERVICES LIMITED; MARSHALL, Andrew James; BUCHANAN, Christina Maree; REWCASTLE, Gordon William; LU, Guo-Liang; FLANAGAN, Jack Urquhart; BONNET, Muriel; SHEPHERD, Peter Robin; JAMIESON, Stephen Michael Frazer; GAMAGE, Swarnalatha Akuratiya; DENNY, William Alexander; (213 pag.)WO2018/83635; (2018); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.135632-53-0,tert-Butyl (piperidin-4-ylmethyl)carbamate,as a common compound, the synthetic route is as follows.

General procedure: NaBH(OAc)3 (typically 1.4 eq) was added to a solution of amine 5 (typically 1.0 eq) and aldehyde (typically 1.0 eq) in 1,2-dichloroethane (DCE). The mixture was stirred at rt until the conversion was finished as judged by TLC and LC/MS analyses. The reaction mixture was quenched with 10% K2CO3 aqueous solution. The product was extracted with dichloromethane (DCM) (3x). The combined organic layers were washed with brine (1x). Subsequently, the organic layer was dried with anhydrous Na2SO4. The solvent was removed in vacuo to give crude product which was purified by flash column chromatography. Unless mentioned otherwise, cyclohexane/5% TEA: EtOAc/5%TEA and a gradient flow from 100-0% to 50-50% were used.

135632-53-0, The synthetic route of 135632-53-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Adlere; Sun; Zarca; Roumen; Gozelle; Viciano Perpina; Caspar; Arimont; Bebelman; Briddon; Hoffmann; Hill; Smit; Vischer; Wijtmans; de Graaf; de Esch; Leurs; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 631 – 649;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

476014-76-3, 4-Hydroxy-2-piperidinone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,476014-76-3

[0242] (6) 4-hydroxypiperidin-2-one (0.80g, 6.94mmol) was dissolved in DMF. DMAP (0.085g, 0.694mmol) and imidazole(0.92g, 13.88mmol) were added. After the resulting mixture was stirred evenly, the solution of TBDPS-Cl (2.3g,8.33mmol) in THF was added and stirred at room temperature overnight. After the reaction completed, the reactionmixture was dried by spinning. Column chromatography afforded colorless oily liquid 0.65g, yield 60percent.[0243] 1H NMR (300 MHz, CDCl3) delta 7.70-7.49 (m, 4H), 7.53-7.30 (m, 6H), 4.24-4.09 (dt, J = 8.9,3.0 Hz, 1H),3.62-3.49(dt, J = 13.0, 6.7 Hz, 1H),3.20-3.08 (dtd, J = 11.7, 5.6, 2.3 Hz, 1H), 2.51-2.35 (d, J = 4.8 Hz, 2H),1.83-1.69(m,2H),1.17-1.00 (s,9H).MS(ESI) m/z :[(M+1)+,158.3]

As the paragraph descriping shows that 476014-76-3 is playing an increasingly important role.

Reference£º
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Zhe Jiang Jutai Pharmaceutical Co., Ltd; YANG, Yushe; XUE, Tao; DING, Shi; GUO, Bin; EP2947085; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem