Analyzing the synthesis route of 79099-07-3

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various fields.

79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 21 t-Butyl-3-[(dimethylamino)methylidene]-4-oxopiperidine-1-carboxylate A solution of N-Boc-4-piperidone (10 g, 50.19 mmol) and DMF-dimethylacetal (20.16 ml, 150.57 mmol) in 1,4-dioxane (100 ml) was heated at reflux for 20 hours. The reaction mixture was concentrated and the residue was eluted through a flash column (silica gel 60, 230-400 mesh, 7% MeOH in EtOAc) to give the title compound as an orange oil which crystallized on standing (10.51 g, 82%)., 79099-07-3

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; ALLERGAN, INC.; Hull, III, Clarence E.; Malone, Thomas C.; US2013/237538; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 79099-07-3

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

79099-07-3, 3, 3-DIMETHVL-4-OXO-PIPERIDINE-1-CARBOXYLIC acid ter-butyl ester (88 ; Scheme XXIV was prepared according the procedure described in Vice et al. J. Org. Chem. 2001,66, 2487-2492.

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2005/33108; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 79099-07-3

The synthetic route of 79099-07-3 has been constantly updated, and we look forward to future research findings.

79099-07-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 4-oxopiperidine-l-carboxylate (step 1, 6.0 g, 30.15 mmol, 1.0 eq) in DCM (60 mL) was added diethylaminosulfmtrifiuoride (DAST) (5.97 mL, 45.22 mmol, 1.5 eq) at 0 C. The reaction mixture was stirred at same temperature for about 6 hours. TLC indicated starting material was consumed and the desired product was observed. The reaction mixture was poured into ice cold water and extracted with DCM. The organic layer was washed with water, brine solution and the organic layer was dried with Na2S04. The filtrate was concentrated to get the crude residue which was purified by column chromatography by using 10% EtOAc and hexane as an eluent to obtain the desired product (6.0 g, yield: 90.0%) as a white solid. 1H NMR (DMSO-d6, 300 MHz): delta 3.45-3.41 (m, 4H), 1.98-1.85 (m, 4H) and 1.40 (s, 9H); Mass: [M+H]+222.53 (20%).

The synthetic route of 79099-07-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HETERO LABS LIMITED; BANDI, Parthasaradhi Reddy; KURA, Rathnakar Reddy; GAZULA LEVI, David Krupadanam; ADULLA, Panduranga Reddy; MUKKERA, Venkati; NEELA, Sudhakar; (77 pag.)WO2017/149518; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 79099-07-3

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,79099-07-3

Step-1: 3,3-Dimethyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester; Methyl iodide (11.8 ml, 0.19 mol) was added at 0 C. to a solution of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (18 g, 0.09 mol). Sodium tert butoxide (20.9 g, 0.22 mol) was then added at 0 C. and the resulting mixture was heated to reflux for 1 hour. The reaction mixture was concentrated under reduced pressure, diluted with water and the product was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and concentrated Purification of the residue by column chromatography (2% ethyl acetate-hexane) afforded 7 g (37%) of 3,3-dimethyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester. 1H-NMR (400 MHz, CDCl3) delta (ppm): 3.7 (m, 2H), 3.41 (m, 2H), 2.47 (t, 2H), 1.48 (s, 9H), 1.09 (s, 6H).

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; KHAMRAI, Uttam; Ronsheim, Matthew; Karak, Sumit Kumar; US2010/152160; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 79099-07-3

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

A solution of 4-oxo-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (25 g, 126 mmol) and DMF-DMA (50 mL, 377 mmol) in 1,4-dioxane (200 mL) was heated at 100 C for 20 hours. Upon completion, the reaction mixture was concentrated under reducedpressure to yield the title compound, which was used without further purification.

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

Reference£º
Patent; E I DU PONT DE NEMOURS AND COMPANY; ZHANG, Weniming; (101 pag.)WO2016/164200; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 79099-07-3

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Example 88iV-Methyl-iV-piperidiii-4-yl-methanesulfonainideTo a solution of l-BOC-4-piperidone (1.0 g) in methanol (10 mL) was added a solution of freshly prepared methylamine in methanol (1.0 mL). The reaction mixture was stirred for 1 hour and then sodium cyanoborohydride (0.315 g) was added. After stirring for 24 hours the reaction mixture was then diluted with dichloromethane, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to yield 4-methylamino-piperidine-l-carboxylic acid tert- butyl ester (0.6Og).To a solution of 4-methylamino-piperidine-l-carboxylic acid tert-butyl ester (0.59g) in dichloromethane (10 mL) was added triethylamine (0.42 mL) followed by methane sulfonyl chloride (0.23 mL). After stirring for 3 hours the reaction mixture was then diluted with dichloromethane, washed with sodium bicarbonate solution, dried (MgSO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to yield 4- (methanesulfonyl-methyl-amino)-piperidine-l-carboxylic acid tert-butyl ester (0.738 g). Treatment of this compound with HCl in dichloromethane/methanol gave the title compound, which was isolated as the hydrochloride salt (0.57 g). deltaH (400 MHz, de-dmso) 1.78 (m, 2H), 1.95 (m, 2H), 2.70 (s, 3H), 2.94 (s, 3H), 2.97 (m, 2H), 3.34 (m, 2H), 3.89 (m,lH), 8.74 (br s, 2H).

As the paragraph descriping shows that 79099-07-3 is playing an increasingly important role.

Reference£º
Patent; F.HOFFMANN-LA ROCHE AG; WO2009/53716; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 79099-07-3

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

A stirred solution of 60percent aqueous sodium hydroxide solution (117 mg, 2.92 mmol) in dimethyl sulfoxide (2 ml) was added with trimethyl sulfoxinium iodide (627 mg, 2.79 mmol) under a nitrogen atmosphere. The mixture was stirred for 45 minutes in ice-water bath, added slowly with 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (500 mg, 2.5 mmol) while maintaining the temperature below 10¡ã C. Upon completion of the addition, the mixture was stirred for 5 minutes in the ice-water bath and stirred for another 2 hours at 25¡ã C. in an oil bath. The resulting mixture was added with cold water (20 ml) and extracted with ethyl ether (20 ml.x.3). The combined organic extracts were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 1-oxa-6-aza-spiro[2.5]octane-6-carboxylic acid tert-butyl ester (479 mg, 85.5percent) as a white solid.MS m/z (ESI): 213 [M+1]

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Tang, Peng Cho; Su, Yidong; Zhang, Lei; Xiao, Lu; US2010/4239; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 79099-07-3

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

BAST (222.4 g, 1.01 mol, 20.00 equiv) was added dropwise into a solution of tert-butyl 4- oxopiperidine- 1 -carboxylate (10 g, 50.19 mmol, 1.00 equiv) in dichloromethane (200 mL) at 0C under nitrogen. The resulting solution was stuffed overnight at 25C. The reaction was then quenched by saturated sodium bicarbonate, extracted with dichloromethane, washed with brine, dried over sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel column eluting with ethyl acetate/petroleum ether (1/10). This resulted in the title compound (9.7 g, 87%) as a light yellow solid.

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 79099-07-3

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

79099-07-3, 1-Boc-4-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a reaction flask, 20 g (0.1 mol) of N-Boc-4-piperidone was added to 200 mL of toluene,Then, 18 g (0.2 mol) of dimethyl carbonate and 22 g (0.2 mol) of potassium t-butoxide were added, heated to 70 ¡ã C for 1 h, cooled to room temperature, The reaction solution was adjusted to pH 7 with 1 mol / L HCl, extracted with ethyl acetate, dried over anhydrous sodium sulfate and spin dried to give a yellow oilN-Boc-3-carboxylate-4-piperidone 25 g;

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Mu Kairui; (17 pag.)CN107163045; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 79099-07-3

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.79099-07-3,1-Boc-4-Piperidone,as a common compound, the synthetic route is as follows.

In a 100 mL single-necked flask,will4-oxopiperidine-1-Formic acid tert-butyl ester(1.81 g, 9.08 mmol)Was dissolved in CH2Cl2 (42 mL)The ice bath was cooled with stirring,DAST (4.0 mL, 29.4 mmol) was slowly added dropwise to the reaction system,The reaction was stirred at this temperature for 4 h.The reaction was quenched by adding saturated aqueous NaHCO3 (30 mL) to the reaction system,Then extracted with CH2Cl2 (50 mL x 3)The organic phases were combined and washed with saturated NaCl solution (20 mL)Anhydrous Na2SO4 dry,filter,Concentrated under reduced pressure,The crude product was isolated by silica gel column chromatography (eluent: PE / EtOAc (v / v) = 5/1)To give the object as a colorless liquid (1.21 g, 60%).

79099-07-3 1-Boc-4-Piperidone 735900, apiperidines compound, is more and more widely used in various.

Reference£º
Patent; Guangdong HEC Pharmaceutical Co., Ltd.; Zhong, Xue; Liu, Bing; Xue, Yaping; Li, Xuke; Wang, Feng; He, Wei; Chen, Xiaoyan; Zhang, Yingjun; Zheng, Changchun; (56 pag.)CN106187838; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem