Analyzing the synthesis route of 72551-53-2

72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

72551-53-2, Step 1: l-Benzylpiperidine-3-carbonyl chloride hydrochloride; [00273] Hydrochloric acid (20 % aq, 100 mL) was added to ethyl l-benzylpiperidine-3- carboxylate (14.2 g, 57.4 mmol) and the mixture heated at reflux for 4 h. The reaction was cooled and concentrated in vacuo to give l-benzylpiperidine-3-carboxylic acid as a pale yellow solid. This solid was dissolved in thionyl chloride and the resulting solution stirred at room temperature for 1 h. Thionyl chloride was removed in vacuo and the resulting solid was slurried in THF and azeotroped to afford the title compound as a pale yellow solid which was used without further purification (17.0 g, quant.).

72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; GALAPAGOS N.V.; WO2008/55959; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,72551-53-2

A 4N-aqueous sodium hydroxide solution (15 ml) was added to a solution of ethyl 1-benzyl-3-piperidinecarboxylate (7.00 g, 28.3 mmol) in a mixture of tetrahydrofuran (30 ml) and 1,4-dioxane (30 ml), and the resulting mixture was stirred at room temperature for 4 hours. After a 4N-aqueous sodium hydroxide solution (15 ml) was added again, the resulting mixture was stirred overnight at room temperature. After completion of the reaction, the reaction solution was neutralized by the addition of 2N-hydrochloric acid (15 ml) under ice-cooling and the resulting mixture was subjected to azeotropic concentration with toluene. The residue was suspended in ethanol, followed by filtration, and the filtrate was concentrated to obtain 1-benzyl-3-piperidinecarboxylic acid (6.3 g, 100%).

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 72551-53-2

72551-53-2, 72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(l-Benzylpipeiidin-3-yl)methanol; To a solution of ethyl l-benzylpiperidine-3-carboxylate (1.0 g) in tetrahydrofuran (10 mL) at 5C under argon was added a IM solution of lithium aluminium hydride (4.04 mL) dropwise. The mixture was stirred for 1 hour at 5C and then quenched by the dropwise addition of ethyl acetate (5 mL). The mixture was warmed to room temperature and dichloromethane (150 mL) was added followed by saturated aqueous sodium potassium tartrate (50 mL). The mixture was stirred vigorously overnight. The layers were separated EPO and the organic layer was dried over magnesium sulfate and evaporated to give the title compound as a colourless oil (0.82 g, 99%).

72551-53-2, 72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/67401; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 72551-53-2

72551-53-2, 72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetic acid (20 mL) and hydrazine hydrate (136 mL (140 g, 2.8 mol) were added to a solution of (3RS)- ethyl l-(phenylmethyl)-3-piperidinecarboxylate (Description 72, 270 g, 1.092 mol) in ethanol (310 mL) and the mixture was heated under reflux for 3 days. The mixture was cooled and the solvent was partly evaporated under reduced pressure until a precipitation occurred. The solid was collected, aqueous KOH (50 g in 100 mL) was added and the mixture was extracted with CHCl3 (2 x 300 mL). The combined organic fractions were dried (Na2SO4) the solvent was partly evaporated under reduced pressure until a precipitation occurred. The solid was collected, the filtrate was diluted with Et2O (200 mL) and further solid was collected. The combined solids were washed with Et2O and dried in vacuo to give the title compound as a solid (217 g, 92%).

72551-53-2, 72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Merck Sharp & Dohme Limited; DIRAT, Olivier; ELLIOTT, Jason, Matthew; WO2007/3965; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 72551-53-2

As the paragraph descriping shows that 72551-53-2 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.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.,72551-53-2

Step 1: l-Benzylpiperidine-3-carbonyl chloride hydrochloride; [00273] Hydrochloric acid (20 % aq, 100 mL) was added to ethyl l-benzylpiperidine-3- carboxylate (14.2 g, 57.4 mmol) and the mixture heated at reflux for 4 h. The reaction was cooled and concentrated in vacuo to give l-benzylpiperidine-3-carboxylic acid as a pale yellow solid. This solid was dissolved in thionyl chloride and the resulting solution stirred at room temperature for 1 h. Thionyl chloride was removed in vacuo and the resulting solid was slurried in THF and azeotroped to afford the title compound as a pale yellow solid which was used without further purification (17.0 g, quant.).

As the paragraph descriping shows that 72551-53-2 is playing an increasingly important role.

Reference:
Patent; GALAPAGOS N.V.; WO2008/55959; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 40; In an ice-bath, to DIPA (4.1 mL) was added dropwise a 1 M solution of n-butyl lithium in hexane (10.1 mL). The reaction mixture was diluted with diethyl ether (10 mL), followed by stirring for 20 minutes. Next, the reaction mixture was stirred at -78C, and a solution of ethyl 1-benzyl piperidine-3-carboxylate (6.0 g) in diethyl ether (20 mL) was added dropwise thereto, followed by stirring at -50C for 15 minutes. Next, after addition of 1,3-dibromopropane (2.8 mL) at 70C, it was slowly returned to room temperature. Next, it was heated under reflux for 30 minutes. The reaction mixture was cooled, diluted with water, and extracted with diethyl ether. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, hexane: EtOAc) to obtain ethyl 1-benzyl-(3-bromopropyl)piperidine-3-carboxylate (1.08 g) as a colorless oily substance., 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; EP2119716; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 72551-53-2

As the paragraph descriping shows that 72551-53-2 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.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

72551-53-2, General procedure: Each ethyl N-substituted nipecotate derivative/ethyl N-substitutedisonipecotate derivative (1 mol) in 30 mL ethanol and hydraziniumhydroxide (10 mol) were heated under microwave irradiation (130 C,300 W) or refluxed for 24-48 h in an oil bath. After completion of thereaction (TLC), ethanol was evaporated and the residue was extractedwith dichloromethane or diethyl ether. The solvent was evaporatedunder reduced pressure until an oily residue occured. Then n-hexanewas added to the residue to give the title compound as a white solid.The precipitated crystals were separated by filtration.

As the paragraph descriping shows that 72551-53-2 is playing an increasingly important role.

Reference:
Article; Parlar, Sulunay; Sayar, Gozde; Tarikogullari, Ayse Hande; Karadagli, Sumru Sozer; Alptuzun, Vildan; Erciyas, Ercin; Holzgrabe, Ulrike; Bioorganic Chemistry; vol. 87; (2019); p. 888 – 900;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.,72551-53-2

A mixture of ethyl 1-benzylpiperidine-3-carboxylate (9) (5.1 g,20.62 mmol, 1 eq.) and hydrazine monohydrate (10 mL, 10 eq.) inethanol (10 mL) was stirred overnight under reflux. After cooling,the solvent and excess of hydrazine were removed under reducedpressure to afford compound 10 as colorless oil in yield of 99%; 1HNMR (400 MHz, CDCl3) delta 9.00 (s br, 1H, NH), 7.32e7.17 (m, 5H, Ar-H), 3.79 (s br, 2H, NH2), 3.47 (d, J 12.4 Hz, 1H, CHa-Ph), 3.38 (d,J 12.4 Hz, 1H, CHb-Ph), 2.62 (m, 2H, piperidin-H), 2.45 (m, 1H,piperidin-H), 2.23 (m, 2H, piperidin-H), 1.87 (m, 1H, piperidin-H),1.72-1.48 (m, 3H, piperidin-H); 13C NMR (100 MHz, CDCl3)delta 175.4, 137.3, 129.2, 128.4, 127.4, 63.4, 54.4, 53.7, 40.8, 26.7, 22.7;HRESI-MS m/z calcd. for [M+H]+ C13H20N3O: 234.1601, found:234.1604.

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abdelrahman, Mostafa H.; Youssif, Bahaa G.M.; abdelgawad, Mohamed A.; Abdelazeem, Ahmed H.; Ibrahim, Hussein M.; Moustafa, Abd El Ghany A.; Treamblu, Laurent; Bukhari, Syed Nasir Abbas; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 972 – 985;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 72551-53-2

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

72551-53-2, EXAMPLE 35 Preparation of ethyl 1-Benzyl-3-piperidinecarboxylate 1-Methiodide ethyl 1-benzyl-3-piperidinecarboxylate (590.6 mg; 2.39 mmol) was dissolved in diethyl ether (50 ml), and methyl iodide (2 ml) was added.. This mixture was allowed to stir at ambient temperature for 3 days and was then heated to reflux for 23 hours.. The precipitate was filtered, washed with fresh diethyl ether, and then dried under reduced pressure at ambient temperature, giving ethyl 1-benzyl-3-piperidinecarboxylate 1-methiodide (340.9 mg) as an off white solid. MS m/z (positive ion) 263 (MH+; 30), 262 (M+; 100).

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US6664271; (2003); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 72551-53-2

72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

72551-53-2, Ethyl 1-benzylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,72551-53-2

A 4N-aqueous sodium hydroxide solution (15 ml) was added to a solution of ethyl 1-benzyl-3-piperidinecarboxylate (7.00 g, 28.3 mmol) in a mixture of tetrahydrofuran (30 ml) and 1,4-dioxane (30 ml), and the resulting mixture was stirred at room temperature for 4 hours. After a 4N-aqueous sodium hydroxide solution (15 ml) was added again, the resulting mixture was stirred overnight at room temperature. After completion of the reaction, the reaction solution was neutralized by the addition of 2N-hydrochloric acid (15 ml) under ice-cooling and the resulting mixture was subjected to azeotropic concentration with toluene. The residue was suspended in ethanol, followed by filtration, and the filtrate was concentrated to obtain 1-benzyl-3-piperidinecarboxylic acid (6.3 g, 100%).

72551-53-2 Ethyl 1-benzylpiperidine-3-carboxylate 2736370, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1403255; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem