Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.683233-14-9,(R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (R)-tert-butyl 2-(aminomethyl)piperidine- 1 -carboxylate(475 mg, 2.216 mmol) in DCM (5.0 mL) at 0 C was added iPr2Net (0.424 mL,2.43 8 mmol) followed by benzyl chloroformate (0.693 mL, 2.43 8 mmol). The resulting mixture was then stirred at 0 C for 2 h and at room temperature for 14 h. Then, saturated NaHCO3 (30 mL) was added to the mixture and the mixture was stirred at room temperature for 3 mm. The organic layer was collected andaqueous layer was extracted with EtOAc (1 x 20 mL). The combined organic extracts were dried over Na2504 and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0% to 100% EtOAc/heptane) provided (R)tert-butyl 2-((((benzyloxy)carbonyl)amino)methyl)piperidine- 1 -carboxylate (772 mg, 2.216 mmol, 100% yield) as an oil. MS (ESI, +ve ion) m/z 371.1 (M+Na)., 683233-14-9

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AMGEN INC.; HARRINGTON, Paul E.; ASHTON, Kate; BROWN, Sean P.; KALLER, Matthew R.; KOHN, Todd J.; LANMAN, Brian Alan; LI, Kexue; LI, Yunxiao; LOW, Jonathan D.; MINATTI, Ana Elena; PICKRELL, Alexander J.; STEC, Markian M.; TAYGERLY, Joshua; (991 pag.)WO2018/183418; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask was charged with N-(1H-pyrazol-4-yl)acetamide (1.00 g, 7.99 mmol, 1.00 equiv), DCM (15 mL) and DIPEA (2.06 g, 15.9 mmol, 2.00 equiv). 4-Nitrophenyl chloroformate (1.78 g, 8.83 mmol, 1.11 equiv) in DCM (5 mL) was added dropwise at 0 C. The mixture was stirred for 2 h at room temperature, then t-butyl 1,8-diazaspiro[4.5]decane-1-carboxylate (1.92 g, 7.99 mmol, 1.00 equiv) was added. The resulting solution was stirred overnight at room temperature and quenched by water (20 mL). The mixture was extracted with DCM (3 x 20 mL) and the organic layers were combined, washed with water (3 x 20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed to provide 2.23 g (71% yield) of t-butyl 8-(3 -acetamido- 1H-pyrazole- 1 -carbonyl)- 1, 8-diazaspiro[4. 5]decane-1-carboxylate as an off-white solid. LCMS (ESI, m/z): 392 [M+H]., 885279-92-5

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); 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.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

61995-20-8, To a solution of trimethylsulfoxonium iodide (3.1 g) in dimethyl sulfoxide (40 mL) was added sodium hydride (570 mg), and the mixture was stirred at room temperature for 1 hr. A solution of benzyl 3-oxopiperidine-1-carboxylate (3.0 g) in dimethyl sulfoxide (10 mL) was added under ice-cooling, and the mixture was stirred at room temperature for 16 hr. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (30% ethyl acetate/hexane to 50% ethyl acetate/hexane) to give the object product (1.9 g, 60%). 1H NMR (300 MHz, CDCl3) delta ppm 1.64-1.88 (m, 4H) 2.65-2.71 (m, 2H) 3.42-3.54 (m, 4H) 5.13 (s, 2H) 7.25-7.37 (m, 5H)

The synthetic route of 61995-20-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Taniguchi, Takahiko; Miyata, Kenichi; Kubo, Osamu; US2010/69351; (2010); 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.20691-89-8,1-Methyl-4-piperidinemethanol,as a common compound, the synthetic route is as follows.

To a mixture of />-chloro nitrobenzene (6.0 g, 38 mmol) and l-methyl-4-piperidinemethanol (4.91 g, 38 mmol) in anhydrous DMSO (60 mL) was added NaH (1.82 g, 45.6 mmol) in small portions at room temperature under N2-atmosphere. After the addition was complete the reaction mixture was warmed at 40 0C and stirred for another 2h. The reaction was quenched with water, and the product was extracted with EtOAc. The organic layer was washed with brine and dried over Na2SO4. The crude product was recrystallized from ether to yield 6.6 g (69%) of the title compound as an orange solid. 1H NMR (400 MHz, CHLOROFORM-^) delta ppm 1.59 – 1.72 (m, 2 H) 1.92 (d, J=11.37 Hz, 3 H) 2.19 (t, J=I 1.49 Hz, 2 H) 2.44 (s, 3 H) 3.09 (d, J=I 1.12 Hz, 2 H) 3.93 (d, J=5.31 Hz, 2 H) 6.93 (d, J=9.2 Hz, 2 H) 8.20 (d, J=9.6 Hz, 2 H); [M+H] calc’d for Ci3H19N2O3, 251.2; found, 251.4., 20691-89-8

20691-89-8 1-Methyl-4-piperidinemethanol 271971, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/129401; (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.32559-18-5,Methyl piperidine-2-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

32559-18-5, A solution of methyl piperidine-2-carboxylate hydrochloride (5 g, 27 mmol, Aldrich) in NH4OH (100 mL) was stirred at RT for 4 h. Then, the mixture was concentrated in vacuo to give the title compound, which was used in the next step without purification. MS (ESI, positive ion) m/z: 129 (M+1).

As the paragraph descriping shows that 32559-18-5 is playing an increasingly important role.

Reference：
Patent; Gore, Vijay Keshav; Ma, Vu Van; Norman, Mark H.; Ognyanov, Vassil I.; Xi, Ning; US2006/84640; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

63845-28-3, 2-(1-((Benzyloxy)carbonyl)piperidin-4-yl)acetic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(3-Chloropyrazin-2-yl)(2-phenylquinolin-7-yl)-methanamine (120.00 mg, 0.35 mmol), EDC (100.64 mg, 0.53 mmol) and HOBt (47.29 mg, 0.35 mmol) were suspended in CH2Cl2 use CH2C12(2 mL) and charge with DIEA (122.00 muL, 0.70 mmol) followed by the addition of l-JV-Cbz-4-piperidineacetic acid (127.56 mg, 0.46 mmol). The reaction mixture was stirred at rt for 16 h. The reaction mixture was diluted with CH2Cl2 (10 mL) and washed with saturated NaHCO3 (2 x 20 mL) and brine (2 x 20 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude product was purified by a 10 g Jones silica gel (wetted with 50% EtOAc / Hexane, dried loaded onto silica, and run with 60% EtOAc / Hexanes – > 70% EtOAc / Hexanes). The product was evaporated in vacuo which afforded the title compound; 1H NMR (400 MHz, CHLOROFORM-d) delta 8.56 (1 H, d, J=IAT), 8.39 (1 H, d, J= 2.50), 8.23 (1 H, d, J= 4.77), 8.11 (2 H, d, J= 7.06), 7.85 (3 H, dd, J= 8.60, J= 8.38), 7.74 (1 H, s), 7.50 (3H, m), 7.32 (6H, m), 6.78 (1 H, d, J= 7.76), 5.10 (2 H, s), 4.11 (2 H, m), 2.75 (2 H, m), 2.21 (2 H, d, J= 7.00), 2.01 (1 H, m), 1.67 (2 H, m), 1.15 (2 H, d, J= 8.921); MS (ES+): m/z 605.96/606.98/608.93 (100/40/15) [MH+]; HPLC: tR = 3.33 min. (OpenLynx, nonpolar_5min.).

63845-28-3, 63845-28-3 2-(1-((Benzyloxy)carbonyl)piperidin-4-yl)acetic acid 1502086, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; OSI PHARMACEUTICALS, INC.; WO2009/91939; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24666-55-5, Benzyl (2,6-dioxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-CBZ-L-glutamic acid 2.81 g (0.01 mol),Urea 1.2g (0.2mol) was added to DMSO to dissolve and reflux at 150 C. After 2 h, the temperature was lowered.HCl gas, a white solid 1.518 g, a yield of 92%;, 24666-55-5

The synthetic route of 24666-55-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Wang Yanping; Yang Yi; Zhang Xiaoling; Zhou Qinghe; Xu Congying; (8 pag.)CN108218833; (2018); 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.138377-80-7,3-Aminopiperidin-2-one hydrochloride,as a common compound, the synthetic route is as follows.

To a solution of 3-aminopiperidin-2-one hydrochloride (1.50 g) in methanol (10 mL) was added AMBERLYST (registered trademark) A21 (750 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, theinsoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. To a solution of the residue in ethanol (20 mL) was added 4-thioxothiazolidin-2-one (1.330 g) at room temperature. The reaction mixture wasstirred at room temperature overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate) . To a solution of the residue and l-[2,4- bis (trifluoromethyl) benzyl] piperidine-4-carbaldehyde (1018 mg) in 2-propanol (10 mL) was added piperidinium acetate (436 mg) at room temperature. The reaction mixture was stirred at 60C overnight, and the solvent was evaporated under reducedpressure. The residue was purified by silica gel columnchromatography (NH, methanol/ethyl acetate) and recrystallized from ethyl acetate/diisopropyl ether to give the titlecompound (530 mg) .? NMR (300 MHz, DMSO-d6) delta 1.38-1.59 (2H, m) , 1.68-1.91 (5H, m) , 2.01-2.27 (4H, m) , 2.69-2.84 (2H, m) , 3.17 (2H, brs) , 3.71 (2H, s), 4.43-4.55 (1H, m) , 6.89 (1H, d, J = 8.8 Hz), 7.83 (1H, brs), 7.98 (1H, s) , 8.02-8.12 (2H, m) , 9.34 (1H, brs).MS (ESI+) : [M+H]+ 535.1., 138377-80-7

As the paragraph descriping shows that 138377-80-7 is playing an increasingly important role.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATSUMOTO, Shigemitsu; ONO, Koji; TOMINARI, Yusuke; KATOH, Taisuke; MIWA, Kazuhiro; HASUOKA, Atsushi; IMAMURA, Shinichi; WO2013/18929; (2013); 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.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

A solution of 4-benzyloxycarbonylamino-piperidine-l-carboxylic acid tert-butyl ester (17.73 g, 53 mmol) in trifluoroacetic acid (30 ml) was stirred at room temperature for 30 min. The solvent was removed under reduced pressure and the residue was partitioned between IN aq, sodium hydroxide (30 ml) and a DCM-MeOH mixture (9-1, 100 ml). The aq. layer was extracted four more times with the same mixture. The combined extracts were dried over sodium sulfate, filtered and concentrated to dryness. The residue was chromatographed (DCM-MeOH 9-1 1% aq. ammonium hydroxide then DCM-MeOH 4-1) to afford the title piperidine (11.03 g, 47.07 mmol). .H NMR (CDC13) 8: 7.40-7.29 (m, 5H); 6.19 (br. s, 1H); 5.10 (s, 2H); 5.04 (s, 1H); 3.47 (m, 1H); 3.25 (br. d, J= 12.8 Hz, 2H); 2.81 (t, J= 12 Hz, 2H); 2.04 (m, 2H); 1.58 (m,2H).

220394-97-8, 220394-97-8 1-Boc-4-(Cbz-amino)piperidine 1514305, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ACTELION PERCUREX AG; WO2006/99884; (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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

2,2,6,6-Tetramethylpiperidine (18.7 mL, 1 10.5 mmol) is added overtetrahydrofuran (200 mL), and solution is cooled under nitrogen at -78C. 2.5 M solution of butyl lithium in hexane (37.2 mL, 93 mmol) is added and mixture is stirred for 30 min at -78C. Over the fresh lithium 2,2,6,6-tetramethylpiperidine solution is added a solution of tert-butyl spiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-l’- carboxylate (20 g, 58.2 mmol) in tetrahydrofuran (90 mL) keeping temperature below -70C. After 20 min a solution of N-fluorobenzenesulfonimide (30.26 g, 93.07 mmol) in tetrahydrofuran (200 mL) previously cooled under nitrogen at -20C is added via cannula. After 1 hr. stirring, water (20 mL) and aqueous solution of ammonium chloride (50 mL) are added. Then, organic layer is separated and the aqueous is washed twice with methyl t-butyl ether (2 x 25 mL). Organics are combined and solvent is evaporated under reduced pressure. Crude material is purified by normal phase HPLC using hexane/ methyl t-butyl ether as solvents to give tert-butyl 2- fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-r-carboxylate in 50% yield. MS (m/z): 328 (M+l).

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

Reference：
Patent; ELI LILLY AND COMPANY; BENITO COLLADO, Ana Belen; DIAZ BUEZO, Nuria; JIMENEZ-AGUADO, Alma Maria; LAFUENTE BLANCO, Celia; MARTINEZ-GRAU, Maria Angeles; PEDREGAL-TERCERO, Concepcion; TOLEDO ESCRIBANO, Miguel Angel; WO2011/60217; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem