Analyzing the synthesis route of 142851-03-4

142851-03-4 Ethyl N-Boc-piperidine-4-carboxylate 2758812, 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.142851-03-4,Ethyl N-Boc-piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Intermediate 63: 4-Hydrazinocarbonyl-piperidine-1-carboxylic acid tert-butyl esterTo a stirred solution of 1-ferf-butyl 4-ethylpiperidine-1 ,4-dicarboxylate (10 g, 38.9 mmol, 1.0 eq) in EtOH (100 mL) was added hydrazine hydrate (18.67g, 389 mmol, 10 eq.) and the mixture was refluxed for 8 h. The reaction was cooled to room temperature and evaporation of the solvent gave a viscous liquid which was dissolved in CH2CI2, washed with water (3 x 50 mL) then brine (50 mL). The organic layers were combined, dried over Na2S04, the solvent evaporated leaving a yellowish oil, which upon addition of a few drops of acetonitrile and re-evaporation, yielded the title compound (8.6 g, 35.3 mmol) MS (m/z, MH-): 242.2., 142851-03-4

142851-03-4 Ethyl N-Boc-piperidine-4-carboxylate 2758812, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; NOVARTIS AG; CHEN, Zhuoliang; CHEUNG, Atwood, Kim; CHIN, Donovan, Noel; FAN, Jianmei; MILLER-MOSLIN, Karen, Marie; SHULTZ, Michael, David; SMITH, Troy, D.; TOMLINSON, Ronald, Charles; TOURE, Bakary-Barry; VISSER, Michael, Scott; WO2013/12723; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 142851-03-4

142851-03-4, The synthetic route of 142851-03-4 has been constantly updated, and we look forward to future research findings.

142851-03-4, Ethyl N-Boc-piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation Example 13 A mixture of 1-tert-butyl 4-ethylpiperidine-1,4-dicarboxylate (21 g), hydrazine monohydrate (40 mL), and ethanol (200 mL) was heated and refluxed for 22 hours. After leaving to be cooled, the solvent was evaporated under reduced pressure, to the residue were added saturated brine and ethyl acetate, and the organic phase was separated. The organic phase was dried over magnesium sulfate and the solvent was evaporated under reduced pressure. To the residue was added diisopropyl ether, followed by stirring for 1 hour, and the resulting solid was collected by filtration and dried under reduced pressure to obtain tert-butyl 4-(hydrazinocarbonyl)piperidine-1-carboxylate (17.8 g).

142851-03-4, The synthetic route of 142851-03-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; EP2308869; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 142851-03-4

142851-03-4 Ethyl N-Boc-piperidine-4-carboxylate 2758812, apiperidines compound, is more and more widely used in various fields.

142851-03-4, Ethyl N-Boc-piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1-(tert-butyl) 4-ethyl piperidine-1,4-dicarboxylate (5g, 19.4mmol) in EtOH (5OmL) was added hydrazine hydrate (9.7g, 19.4mmol) dropwise. The mixture was refluxed for 16 h. The TLC showed reaction to be complete. The solvent was removed under reduced pressure. The residue was triturated with Et20 (lOOmI) to afford tert-butyl 4-(hydrazinecarbonyl) piperidine- 1 -carboxylate as off white solid. Yield: 4.lg (87%); 1H NMR (400 MHz, DMSO-d6): 8.99 (5, 1H), 3.91 (bs, 6H), 2.67 (bs, 2H), 2.17-2.25 (m, 1H), 1.56-1.61 (m, 2H), 1.44 (5, 9H); MS (ESl+) for CHNOS m/z 244.31 [M+H]., 142851-03-4

142851-03-4 Ethyl N-Boc-piperidine-4-carboxylate 2758812, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; DISCUVA LTD.; MEO, Dr Paul; KHAN, Dr. Nawaz; (284 pag.)WO2018/37223; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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142851-03-4, As the paragraph descriping shows that 142851-03-4 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.142851-03-4,Ethyl N-Boc-piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (2.00 g, 7.77 mmol) in EtOH (26 mL) was added hydrazine hydrate (5.84 g, 117 mmol) at room temperature. The reaction mixture was refluxed overnight, cooled to room temperature and concentrated in vacuo. The residue was dissolved in DCM, washed with water 3 times and brine, dried over Na2SO4, filtered and concentrated in vacuo to afford tert-butyl 4-(hydrazinecarbonyl)piperidine-1-carboxylate (985 mg, 52%) as a white solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 1.46 (9H, s), 1.58-1.70 (2H, m), 1.73-1.85 (2H, m), 2.19-2.26 (1H, m), 2.27 (2H, br. s), 3.90 (2H, s), 4.15 (2H, br. s), 6.99 (1H, s).

142851-03-4, As the paragraph descriping shows that 142851-03-4 is playing an increasingly important role.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 142851-03-4

142851-03-4, As the paragraph descriping shows that 142851-03-4 is playing an increasingly important role.

142851-03-4, Ethyl N-Boc-piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 41Atert-Butyl 4-(hydrazinylcarbonyl)piperidine-1-carboxylate; 10.0 g (38.9 mmol) of 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate were initially charged in 35 ml of ethanol, and 3.8 ml (3.90 g, 78 mmol) of hydrazine hydrate were added with stirring. The mixture was stirred at reflux for 9 h. The reaction mixture was cooled to RT, 1.9 ml (39 mmol) of hydrazine hydrate were added and the reaction solution was stirred at reflux for another 24 h. The solvent was concentrated, ethanol (50 ml) was added and the mixture was concentrated again. Diethyl ether (150 ml) was added, and the mixture was stirred in an ultrasonic bath for 5 min. The product was filtered off and dried. This gave 9.20 g (97% of theory) of the product.LCMS (Method 6): Rt=0.95 min. (m/z=244 (M+H)+)1H-NMR (400 MHz, DMSO-d6): delta=8.99 (s, 1H), 4.17 (br, 2H), 3.95 (br d, 2H), 2.71 (br, 2H), 2.23 (m, 1H), 1.60 (m, 2H), 1.40 (m, 11H).

142851-03-4, As the paragraph descriping shows that 142851-03-4 is playing an increasingly important role.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLESCHAFT; US2011/144131; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 142851-03-4

142851-03-4, The synthetic route of 142851-03-4 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.142851-03-4,Ethyl N-Boc-piperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

To 1-tert-butyl 4-ethyl piperidine-1, 4-dicarboxylate (4.96 g, 19.3 ?tmol) in methanol (20 mL) was added hydrazine hydrate (5 mL) and the mixture was heated to reflux for 3 days . The mixture was concentrated to dryness to give tert- butyl 4- (hydrazinocarbonyl)piperidine-l-carboxylate as a white crystalline solid (4.2 g, 90%) : 1H NMR (400 MHz, DMSO-d6) delta1.39 (s, 9H), 1.39-1.42 (m, 2H), 1.55-1.64 (m, 2H), 2.18-2.27 (in, IH), 2.63-2.76 (m, 2H), 3.89-3.97 (m, 2H), 9.03 (br, IH); m/z (APCI pos) 144.1 (100%) [M+H-Boc] .

142851-03-4, The synthetic route of 142851-03-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/11130; (2008); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem