Day: February 28, 2022

61995-20-8,61995-20-8, Benzyl 3-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Compound 1 (5.0 g, 21.5 mmol) and ethyl 2-diazoacetate (3.2 g, 28.1 mmol) in THF (100 mL) was added BF3-Et2O (2.7 mL, 21.5 mmol) at -78 C. under N2. The reaction mixture was stirred at -78 C. for 1.5 h, then warmed to 28 C. slowly and stirred for 1.5 h. The resulting mixture was quenched with NaHCO3 (sat.) and extracted with EA (300 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo to give a crude product, which was purified by flash column chromatography to give a mixture of Compound 2 and 3 (3.4 g, 50%). LCMS: 320.0 [M+1]. To a suspension of NaH (338 mg, 8.5 mmol) in THF (30 mL) was added a solution of a mixture of Compound 3 and Compound 3?(2.7 g, 8.5 mmol) in THF (30 mL) at 0 C. under N2, and stirred at rt for 0.5 h. A solution of Select F (2.7 g, 8.5 mmol) in DMF (15 mL) was added dropwise. The reaction mixture was stirred at r.t. for 3 h. The resulting mixture was quenched with NH4Cl and extracted with EA (200 mL). The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo to give the crude product, which was purified by flash column chromatography to give Compound 4 (1.0 g, 35%) and Compound 4? (0.9 g, 32%). Compound 4: 1H NMR (400 MHz, CDCl3) delta=7.28-7.39 (m, 5H), 5.18 (s, 2H), 4.40-4.68 (m, 1H), 4.11-4.39 (m, 3H), 3.45-3.63 (m, 1H), 3.21-3.38 (m, 1H), 1.85-2.45 (m, 4H), 1.26-1.30 (m, 3H). Compound 4?: 1H NMR (400 MHz, CDCl3) delta=7.28-7.40 (m, 5H), 5.14-5.18 (m, 2H), 4.24-4.47 (m, 4H), 3.88-4.00 (m, 1H), 3.09-3.25 (m, 1H), 2.85-2.91 (m, 2H), 1.92-1.95 (m, 2H), 1.27-1.35 (m, 3H).

As the paragraph descriping shows that 61995-20-8 is playing an increasingly important role.

Reference：
Patent; Novira Therapeutics, Inc.; Hartman, George D.; US2015/225355; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

888952-55-4, Methyl 1-Boc-3-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,888952-55-4

A solution of ester from Preparative Example X-910-C (1.08 g, 4.20 mmol) in EtOH (16.8 mL) at 25 C. was treated with NaOH (0.050 g, 3 equiv.). The solution was heated at 70 C. for 3 h. The solution was cooled to 25 C. and concentrated under reduced pressure. The residue was dissolved in H2O (50 mL). The aqueous layer was washed with Et2O (2×30 mL). The aqueous layer was acidified to pH=1 with 1 M HCl. The aqueous layer was extracted with Et2O (2×30 mL) and the organic layer was dried (MgSO4), filtered and concentrated under reduced pressure. The residue was used directly in the next reaction.

As the paragraph descriping shows that 888952-55-4 is playing an increasingly important role.

Reference：
Patent; Schering Corporation; US2007/82900; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10315-06-7, Methyl 1-benzylpiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl l -benzylpiperidine-4-carboxylate (.50 g, 2.1 mmol) as a solution in THF (43 mL, 0.05 M) was added to a flame dried 250 mL round bottom flask containing the Weinreb amine salt (0.26 g, 2.7 mmol, 1.25 eq) and stirred at -5C. Phenethylmagnesium chloride (8.6 mL, 8.6 mmol, 4 eq) was then added dropwise and the reaction was allowed to stir until complete consumption of starting material at -5C. After formation of the Weinreb amide the reaction was slowly warmed to room temperature and tracked by LCMS. After an additional 2 hours of stirring at room temperature the reaction was quenched with NH4C1 (20 mL) and basified with 10% NaOH. The mixture was further partitioned with EtOAc and separated. The aqueous layer was extracted with DCM (3 times). The organic layers were combined, dried over anhydrous magnesium sulfate, filtered and concentrated to afford l-(l-benzylpiperidin-4-yl)-3-phenylpropan-l-one (.630 g, 96% yield). (0633) Scaleup: Conducted as described above but scaled to 5 g of starting material. Taken on crude to hydrazine reaction.HRMS calc’d for C2iH26ON 308.20089; found [M+H] 308.20037

10315-06-7, As the paragraph descriping shows that 10315-06-7 is playing an increasingly important role.

Reference：
Patent; EMORY UNIVERSITY; COX, Bryan D.; WILSON, Lawrence J.; PROSSER, Anthony; LIOTTA, Dennis C.; SNYDER, James, P.; (98 pag.)WO2015/175855; (2015); 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

As the paragraph descriping shows that 24666-55-5 is playing an increasingly important role.

Reference：
Patent; Wang Yanping; Yang Yi; Zhang Xiaoling; Zhou Qinghe; Xu Congying; (8 pag.)CN108218833; (2018); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

125224-43-3, ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[(3S,4R)-4-(4-Fluoro-phenyl)-piperidin-3-yl]-methanol (3.00 g, 14.3 mmol, 1 equiv) was suspended in CH2Cl2 (10 mL) and Boc anhydride (3.23 g, 14.8 mmol, 1.03 equiv) was added. This was stirred for 2 h then concentrated to give the crude, which was used in the next reaction without further purification. [

125224-43-3, As the paragraph descriping shows that 125224-43-3 is playing an increasingly important role.

Reference：
Patent; CHEMOCENTRYX, INC.; FAN, Junfa; KALISIAK, Jaroslaw; LUI, Rebecca, M.; MALI, Venkat, Reddy; MCMAHON, Jeffrey, P.; POWERS, Jay, P.; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (194 pag.)WO2016/187393; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

EXAMPLE 12 A mixture of 0.042 mole of 2,6-dibromopyridine, 0.056 mole of anhydrous potassium carbonate and 0.052 mole of 4-acetamidopiperidine in 75 ml of sulfolane is heated to 150 C. with stirring for 20 hours, then the sulfolane is concentrated to 1/5th of its volume, the reaction mixture is poured in 100 ml of water and extracted with diethyl ether (4*150 ml). The organic phase is washed with water, dried over anhydrous sodium sulfate, concentrated to dryness and the residue is crystallized in 40 ml of ethyl acetate. The 4-acetamido-1-(6-bromo-2-pyridyl)piperidine is thus obtained; m.p. 158 to 160 C. Yield: 56% of the theoretical., 5810-56-0

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

Reference：
Patent; Sanofi; US4409228; (1983); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

19365-08-3, 3-Hydroxypiperidin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-hydroxypiperidin-2-one (3.0 g, 26.1 mmol) and 1H-imidazole (1.95 g, 28.7 mmol) in DMF (30 mL) was slowly added TBSCl (5.11 g, 33.9 mmol) at RT. The reaction mixture was degassed with nitrogen 3 times and stirred at RT for 16 hours. The resulting mixture was poured into ice-water (100 mL) and extracted with EA (3 x 50 mL). The combined organic layers were washed with brine (3 x 30 mL), dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated under vacuum. The residue was purified by a silica gel column chromatography, eluting with 50% of EA in PE to afford the title compound: LCMS [M + 1]+: 230.

19365-08-3, The synthetic route of 19365-08-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DONG, Shuzhi; SCOTT, Jack, D.; TANG, Haiqun; ZHAO, Zhiqiang; YANG, Dexi; GU, Xin; JIANG, Jinlong; XIAO, Li; (209 pag.)WO2019/18186; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

138377-80-7, 3-Aminopiperidin-2-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-aminopiperidin-2-one hydrochloride (3.49 g) and triethylamine (6.20 mL) in THF (50 mL) was added di-tert-butyl bicarbonate (6.07 g) at room temperature. The reaction mixture was stirred at room temperature overnight, water was added, and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (3.41 g) .XH NMR (300 MHz, DMSO-d6) delta 1.38 (9H, s) , 1.53-2.03 (4H, m) , 3.09 (2H, brs), 3.68-3.91 (1H, m) , 6.83 (1H, d, J = 8.1 Hz), 7.48 (1H, brs) ., 138377-80-7

The synthetic route of 138377-80-7 has been constantly updated, and we look forward to future research findings.

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

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

Preparation 12 A mixture of 9.95 g. (0.07 mole) of 4-acetylaminopiperidine, 12.7 g. (0.095 mole) of alpha-phenylpropionaldehyde and a trace of p-toluenesulfonic acid in 150 ml. of toluene was refluxed under a Dean-Stark trap for about one and a quarter hours, during which time 1.1 ml. of water was collected. The solution was then taken to dryness in vacuo, the residual traces of water were azeotroped by distillation with ethanol, and the residue was dissolved in 200 ml. of ethanol and the mixture reduced with hydrogen over platinum oxide under an initial hydrogen pressure of 42 psig. When reduction was complete, the catalyst was removed by filtration, the filtrate was taken to dryness, and the residue was partitioned between toluene/ethyl acetate and water. The layers were separated, and the organic extracts were washed with dilute hydrochloric acid. The combined aqueous phase was rendered strongly basic with aqueous potassium hydroxide and extracted two times with toluene. The toluene extracts, on washing with brine, drying over anhydrous sodium sulphate and evaporation to dryness, afforded 16.3 g. of an oil which was crystallized from toluene/hexane to give 12.95 g. of 1-(2-phenylpropyl)-4-acetylaminopiperidine, m.p. 102-103 C.

5810-56-0 4-Acetamidopiperidine 1445156, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sterling Drug Inc.; US4339576; (1982); A;; ; Patent; Sterling Drug Inc.; US4304911; (1981); 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.149554-03-0,tert-Butyl 2-(4-oxopiperidin-1-yl)acetate,as a common compound, the synthetic route is as follows.

To a mixture of Example 87D (0.200 g, 0.505 mmol) and triethylamine (0.155 mL, 1.1 10 mmol), acetic acid (0.144 mL, 2.52 mmol) in dichloromethane (3 mL) and methanol (3 mL) was added tert-butyl 2-(4-oxopiperidin- 1 -yl)acetate (0.215 g, 1.009 mmol) and MP-cyanoborohydride (Biotage, 81 1 mg, 2.019 mmol). The reaction mixture was heated at 40C for 3 hours. The solid material was filtered and rinsed with dichloromethane and methanol. The filtrate was concentrated. The residue was partitioned in ethyl acetate and saturated aqueous sodium bicarbonate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated until most solvent was evaporated. The precipitates were filtered, washed with cold ethyl acetate, and vacuum oven-dried to provide the title compound. MS (ESI+) m/z 521.1 (M+H)+.

149554-03-0, As the paragraph descriping shows that 149554-03-0 is playing an increasingly important role.

Reference：
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem