Day: March 23, 2022

1067915-34-7, Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 1- benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate (6.00 g, 20.2 mmol; prepared as described in WO 2005/040120, p. 30) was dissolved in 3N HCl (60 mL) and heated to reflux for 16 hours. The reaction was cooled, adjusted to pH 8 with solid NaHCO3, then extracted three times with ethyl acetate. The combined organics were washed with saturated NaCl, dried over Na2SO4 and concentrated in vacuo to a white solid (5.1 g). MS APCI (+) m/z 244.0 (M+l) detected., 1067915-34-7

1067915-34-7 Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate 49761228, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; CELESTE, Laura L.; DAVIS, T. Gregg; DELISLE, Robert Kirk; GRESCHUK, Julie Marie; GROSS, Stefan, D.; HICKEN, Erik, James; JACKSON, Leila, J.; LYSSIKATOS, Joseph, P.; KALLAN, Nicholas C.; MARMSATER, Fredrik, P.; MUNSON, Mark, C.; PHENEGER, Jed; RAST, Bryson; ROBINSON, John, E.; SCHLACHTER, Stephen T.; TOPALOV, George T.; WRIGHT, A. Dale; ZHAO, Qian; WO2010/22076; (2010); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A flame-dried sealed tube equipped with exo-cyclic enol ether (0.3mmol) and 18-crown-6 (23.8mg, 0.09mmol) was pumped to vacuum and exchanged with nitrogen for three times. Aldehyde (0.45mmol), solution of t-BuOK in THF (60muL) and DMF (1mL) were then added successively under nitrogen atmosphere. The mixture was stirred at 110C and the reaction was monitored by TLC. After completion of the reaction, the mixture was cooled and concentrated aqueous solution of NH4Cl was added to quench the reaction. The resulting mixture was extracted with CH2Cl2 and the organic phase was washed with concentrated brine and dried over Na2SO4. The solvent was evaporated under reduced pressure, and the residue was passed through column chromatography on silica gel to afford the desired product C., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Shang, Xue Song; Li, Deng Yuan; Li, Nian Tai; Liu, Pei Nian; Dyes and Pigments; vol. 114; C; (2015); p. 8 – 17;,
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

Phenyl {3-[(2-aminopyrimidin-5-yl) ethynyl] phenyl} carbamate (Example 23) (50 mg), 3- amino-piperidin-2-one hydrochloride (46 mg) and triethylamine (0.06 mL) in THF (2 mL) were heated at 80°C for 24 hours. The reaction mixture was concentrated in vacuo and the solid triturated with water then diethyl ether, dried under vacuum at 60°C to give the title compound as a beige solid (41 mg, 77percent) ; ‘H NMR (DMSO-d6) 1.49-1. 62 (m, 1H), 1.71-1. 82 (m, 2H), 2.16-2. 28 (m, 1H), 3.10-3. 18 (m, 2H), 3.95-4. 04 (m, 1H), 6.42-6. 48 (d, 2H), 6.98-7. 04 (m, 1H), 7.09 (s, 2H), 7.20-7. 31 (m, 2H), 7.65 (s, 2H), 8.41 (s, 2H), 8.85 (s, 1H) ; MS m/e MH 351., 138377-80-7

As the paragraph descriping shows that 138377-80-7 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/60970; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4629-80-5, 1,3-Dimethylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4629-80-5

The 3-bromo-i-propoxybenzene (200 g, 0.08703 mol) was combined with THF (540 ml) under nitrogen and cooled to about -75 C. n-Butyl lithium (565 ml, 0.8306 mol) was added dropwise while maintaining the mixture at less than -70 C. After 2 hours 1,3-Dimethyl-4-piperidone (106.7 g, 0.8389 mol) was added while maintaining the temperature of the mixture between -80 C. and -70 C. After stirring 2 hours at -70 C., the reaction mixture was then added to 6N HCl (280 ml) while maintaining the temperature at 20-25 C. The pH was adjusted to 1 with 12 N HCl. The aqueous layer containing product was separated and heptane (320 ml) was added along with 50% NaOH (48 ml, pH=13-14) and the resulting mixture allowed to stand overnight. The mixture was heated to 45 -50 C. and the upper layer was separated. The remaining aqueous layer was extracted with heptane (320 ml) at 45-50 C. The combined organic fractions were washed with de-ionized water (120 ml) at 45-50 C. The resulting organic layer was vacuum distilled at a pot temperature of about 55 C. at 100 mmHg. Crystallization from heptane and drying provided 151.8 g of 3-(3-i-propoxyphenyl)-1,3-dimethyl-4-hydroxypiperidine. Melting point 75.0-76.0 C.

As the paragraph descriping shows that 4629-80-5 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5159081; (1992); 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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a stirring mixture of 4-(2-morpholinoethoxy)benzaldehyde(0.235 g, 1 mmol) and malononitrile (0.132 g,2 mmol) dissolved in 10 cm3 EtOH, in the presence ofNiFe2O4 NPs (0.012 g, 5 mol%), dimedone (0.140 g,1 mmol) was added. The mixture was heated under refluxconditions for the time indicated in Table II. After completionof reaction which was found out by monitoring onTLC, the mixture was poured into boiling THF (10 mL)and then the catalyst was separated by a magnet, washedwith boiling acetone (5 cm3, and dried at 100 C for1 h to use in further cycles. The mixture was evaporatedto obtain crude product. In final step, crud product was recrystallized in boiling EtOH to afford crystalline pureproduct 4a., 10338-57-5

10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Amiri, Mahnaz; Asadipour, Ali; Eskandari, Khalil; Faghih-Mirzaei, Ehsan; Khodadadi, Arash; Morsali, Laleh; Pourshojaei, Yaghoub; Shamsimeymandi, Reza; Talebi, Mahshid; Zolala, Fatemeh; Journal of Nanoscience and Nanotechnology; vol. 20; 5; (2020); p. 3206 – 3216;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

Benzyloxycarboxamide-tert-butyl piperidine-1-carboxylate (0.334 g, 1 mmol),Was dissolved in 5 mL of chloroform, TFA (3.42 g, 30 mmol) was dropped at room temperature,The reaction was stirred for 1h, the excess TFA was distilled off under reduced pressure,Add DIEA (0.258g, 2mmol), cyclopentanone 1mL, sodium triacetoxyborohydride (0.636g, 3mmol), the reaction at room temperature for 1h, add a small amount of water quenched reaction, saturated sodium bicarbonate to adjust pH = 6 ~ 7, The mixture was extracted with dichloromethane and dried over anhydrous sodium sulfate. After concentration, the residue was subjected to column chromatography to obtain 0.314 g of a white solid in a yield of 104%., 220394-97-8

The synthetic route of 220394-97-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Jin Jing; Zhu Lina; Zhang Chongjing; (85 pag.)CN102250075; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate F: 9-benzyl-4-oxa-1 ,9-diazaspiro[5.5]undecan-2-one Step 1 : 8-benzyl-1 ,3,8-triazaspiro[4.5]decane-2,4-dione: 1-Benzyl-4-piperidone (10 g, 52.8 mmol) was added to a suspension of sodium cyanide (7 g, 143 mmol) and ammonium bicarbonate (40.2 g, 508 mmol) in a mixture of ethanol (70 mL) and water (70 mL). The resulting mixture was stirred at 60 C for 36 h. The solids were collected by filtration, washed with warm water (2x 20 mL) and dried under vacuum to yield 20.6 g of a crude product that was slurried in a mixture of of ethanol (240 mL) and water (60 mL). The solids were collected by filtration and dried under vacuum to yield the title compound (16 g, 13.7 g theoretical weight; quant yield). HPLC retention time (method A): 2.46 min; MS: 260.1 (M+H)., 3612-20-2

As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; VIRGILI-BERNADO, Marina; ALEGRET-MOLINA, Carlos; ALMANSA-ROSALES, Carmen; (177 pag.)WO2016/78771; (2016); 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.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

5L reaction flask to dry slowly purged with nitrogen, will 233.3g1-benzyl-4-piperidine carboxylic acid methyl ester (1mol) and 240ml of toluene into a reactor, with stirring, cooled until the internal temperature at about -5 . The resulting red aluminum – morpholine complex (approximately 2.6mol) was dropped to control the reaction temperature between -5 ~ 0 . 3h addition was complete, the reaction was continued insulation 2h. Was added slowly prepared 4N sodium hydroxide solution (containing 360gNaOH), control the internal temperature not higher than 20 , the addition was completed, stirring was stopped, the organic layer was washed with water (1500ml / times, 4 times), the organic layer was concentrated at 75 concentrated under reduced pressure until no solvent was evaporated to give 1-benzyl-4-piperidinemethanol 201.6g, as a pale yellow oily liquid. Yield: 98.2%. HPLC: 99.30%

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

Reference：
Patent; Shanghai Goldentree Resin Powder Co., Ltd.; Zhu, Ben; (8 pag.)CN105693596; (2016); 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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

A 40-mL vial was charged with N-(1H-pyrazol-3-yl)acetamide (125 mg, 1.00 mmol, 1.00 equiv), DCM (10 mL), and N,N-diisopropylethylamine (258 mg, 2.00 mmol, 2.00 equiv).4-Nitrophenyl chloroformate (222 mg, 1.10 mmol, 1.10 equiv) in DCM (2 mL) was addeddropwise at 0 C. The resulting solution was stirred for 2 h at room temperature. Then tertbutyl 1,8-diazaspiro[4.5]decane-1-carboxylate (240 mg, 1.00 mmol, 1.00 equiv) was added. The resulting solution was stirred overnight at room temperature and quenched by water (10 mL). The mixture was extracted with DCM (3 x 10 mL) and the organic layers were combined, washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 295 mg (75% yield) of tert-butyl 8-(3 -acetamido- 1H-pyrazole- 1 -carbonyl)- 1,8- diazaspiro[4.5]decane-1-carboxylate as a light yellow oil. LCMS (ESI, m/z): 392 [M+H]., 885279-92-5

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; WEBER, Olivia D.; SHAGHAFI, Michael B.; GRICE, Cheryl A.; JONES, Todd K.; (274 pag.)WO2017/87854; (2017); 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.141943-04-6,1-Benzylpiperidine-3-carboxylic acid,as a common compound, the synthetic route is as follows.

(c) Synthesis of N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-3-carboxamide To a solution of 1-benzyl-3-piperidinecarboxylic acid (1.37 g, 6.23 mmol) in N,N-dimethylformamide (28 ml) were added p-aminobenzamide (0.92 g, 6.54 mmol), triethylamine (1.3 ml, 9.33 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.79 g, 9.34 mmol) and 1-hydroxybenzotriazole monohydrate (0.93 mg, 6.88 mmol) at room temperature, and stirred overnight. Then, the reaction mixture was poured into a saturated aqueous sodium hydrogencarbonate solution and extracted with chloroform. The organic layer was washed with a saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol = 95/5) to obtain N-[4-(aminocarbonyl)phenyl]-1-benzylpiperidine-3-carboxamide (551 mg, 26%). Melting point: 211-212C., 141943-04-6

141943-04-6 1-Benzylpiperidine-3-carboxylic acid 16244010, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1500643; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem