Category: 1454-53-1

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1454-53-1,Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

A suspension of ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride (5a) (19.5 g, 68.7 mmol) and guanidine carbonate (19.5 g, 41.23 mmol) in ethanol (170 mL) was heated for 16 hours at 120C. The solvent was removed under reduced pressure, reconstituted in acetonitrile where the crude precipitated and was isolated by filtration. The solid was used as such in the next step without further purification. 1H NMR (300 MHz, DMSO-d6) d ppm 2.35 – 2.46 (m, 2 H), 2.57 – 2.65 (m, 2 H), 3.04 (s, 2 H), 3.60 (s, 2 H), 6.28 (br. s., 2 H), 7.27 (dt, J=8.7, 4.5 Hz, 1 H), 7.31 – 7.36 (m, 4 H), 10.74 (br. s., 1 H). MS m/z: 257 [M+H]+.

1454-53-1, The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; McGowan, David C.; Herschke, Florence; Khamlichi, Mourad D.; Rosauro, Mari Luz; Benedicto, Sara M. Perez; Pauwels, Frederik; Stoops, Bart; Pande, Vineet; Scholliers, Annick; Van Schoubroeck, Bertrand; Mostmans, Wendy; Van Dijck, Kris; Thone, Tine; Horton, Helen; Fanning, Gregory; Jonckers, Tim H.M.; Raboisson, Pierre; Bioorganic and Medicinal Chemistry Letters; vol. 28; 19; (2018); p. 3216 – 3221;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1454-53-1, Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1454-53-1, Preparation of 1-benzyl-4-trifluorornethanesulfonyloxy-1 , 2,5,6- tetrahvdro-rhoyridine-3-carboxylic acid ethyl ester; A solution of 15% sodium carbonate (6L) was prepared and to this was added ethyl N-benzyl-3-oxo-piperidine carbalphaxylate hydrochloride (1800 g, 6.06 mol). The slurry was allowed to stir for one hour at which time most of the solids had dissolved. To this was added MTBE (6L). The organic layer was removed and the aqueous layer was extracted twice more with MTBE (2 L each extraction). The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving an orange oil (1422 g, 90%). The oil was used without any further purification, To a room temperature suspension of sodium hydride (120 g, 3.0 mol) in diethyl ether (9 L) was added the free ethyl N-benzyl-3-oxo-piperidine carboxylate (711 g, 2.72 mol) as a solution in diethyl ether (1 L). Once the addition was complete the reaction mixture was allowed to stir at room temperature for one hour. Trifluoromethanesulfonic anhydride (460 mL, 2.72 mol) was then added carefully and the reaction mixture was allowed to stir overnight. The reaction was quenched with saturated ammonium chloride and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving 1-benzyl-4-trifluoromethanesulfonyloxy-1 ,2,5,6-tetrahydro- pyridine-3-carboxylic acid ethyl ester as an orange oil (940 g, 88%). The crude product was used without any further purification.

The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2008/120093; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1454-53-1, Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1454-53-1, Preparation of 1-benzyl-4-trifluorornethanesulfonyloxy-1 , 2,5,6- tetrahvdro-rhoyridine-3-carboxylic acid ethyl ester; A solution of 15% sodium carbonate (6L) was prepared and to this was added ethyl N-benzyl-3-oxo-piperidine carbalphaxylate hydrochloride (1800 g, 6.06 mol). The slurry was allowed to stir for one hour at which time most of the solids had dissolved. To this was added MTBE (6L). The organic layer was removed and the aqueous layer was extracted twice more with MTBE (2 L each extraction). The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving an orange oil (1422 g, 90%). The oil was used without any further purification, To a room temperature suspension of sodium hydride (120 g, 3.0 mol) in diethyl ether (9 L) was added the free ethyl N-benzyl-3-oxo-piperidine carboxylate (711 g, 2.72 mol) as a solution in diethyl ether (1 L). Once the addition was complete the reaction mixture was allowed to stir at room temperature for one hour. Trifluoromethanesulfonic anhydride (460 mL, 2.72 mol) was then added carefully and the reaction mixture was allowed to stir overnight. The reaction was quenched with saturated ammonium chloride and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation giving 1-benzyl-4-trifluoromethanesulfonyloxy-1 ,2,5,6-tetrahydro- pyridine-3-carboxylic acid ethyl ester as an orange oil (940 g, 88%). The crude product was used without any further purification.

The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2008/120093; (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.1454-53-1,Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

To a 0 C solution of ethyl l-benzyl-4-oxopiperidine-3-carboxylate hydrochloride 1 (6.0 g, 20.2 mmol), urea (2.54 g, 42.42 mmol) in MeOH (100 ml) was added NaOMe (6.14 g, 113.7 mmol) under nitrogen atmosphere. The resulting mixture was stirred at 60 C for 20 hours. The reaction mixture was cooled down to the room temperature and concentrated under reduced pressure, the residue was purified by column chromatography (silica gel, dichloromethane/methanol= 10: 1) to provide the desired compound 2 (2.2 g, 42%). LRMS (M + H+) m/z: calcd 258.29; found 258.30.

1454-53-1, The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZHOU, Han-Jie; PARLATI, Francesco; WUSTROW, David; WO2014/15291; (2014); 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.1454-53-1,Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

Step A:l-Benzyl-3-ethoxycarbonyl-4-piperidone hydrochloride (12.89 g, 43.3 mmol) was suspended in a sodium methoxide solution in methanol (25 % wt/wt, 50 mL, 216. 2 mmol) and formamidine acetate (5.4 g, 51.9 mmol) was added to the mixture. The reaction mixture was refluxed until all of the starting material was consumed (2 h). The methanol was removed under reduced pressure, and the resulting white solid was dissolved in a 3/1 mixture of chloroform / isopropanol. The mixture was washed with water and brine, dried over Na2S04, filtered and evaporated to give the desired product as a white solid (9.4 g). MS (ESEI): 242.1 [M+l]+, 1454-53-1

The synthetic route of 1454-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; COBURN, Craig; WANG, Jiabing; SANTARELLI, Vince; HU, Shuangxi; CUI, Mingxiang; HU, Bin; DONG, Jingchao; LUO, Yunfu; SOLL, Richard, M; WO2011/103715; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem