Day: March 24, 2022

5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5166-67-6, 3-Methyl-5-(l -methylpiperidin-3-yl)-l ,2,4-oxadiazole (5c):I-N-methyl-ethyl nipecotate (4c) (0.7 g, 0.0041 mol) and acetamide oxime (0.75g, 0.0102 mol) were dissolved in 30 mL tetrahydrofuran. Sodium methoxide (l . l g, 0.0205 mol) was added and the mixture was heated at reflux for 2 hours. The mixture was concentrated to remove THF and partitioned between water (25 mL) and dichloromethane (1 x 25 mL). The aqueous layer was extracted with an additional 2 x 25 mL dichloromethane. The combined organics were washed with 1 chi 50 mL saturated sodium chloride, and dried over Na2SC>4. The dried organics were evaporated to an oil. The residue was chromatographed with 5 g silica gel, 5% methanol/ethyl acetate, to obtain 0.51 g of the free base. Hydrochloric acid in ethanol (2.5 M) (1.6 mL, 0.01 1 mol) was added and the mixture was concentrated to dryness. Crystallization from ethanol/MTBE afforded 436 mg white solid. MS (ESI) m/z 182 [M+H]+. NMR (DMSO-d6) 5 1.59- 1.66 (m, 1 H), 1.88- 1.98 (s, 2 H), 2.17-2.20 (d, 1 H), 2.34 (s, 3 H), 2.77 (s, 3 H), 2.92-2.95 (m, 1 H), 3.18-3.21 (m, 1 H), 3.37- 3.47, (d, 1H), 3.60-3.78, (m, 2H).

As the paragraph descriping shows that 5166-67-6 is playing an increasingly important role.

Reference：
Patent; MITHRIDION, INC.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; TWOSE, Trevor, M.; VERDONE, Melinda, L.; WO2011/85406; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

768-66-1, 2,2,6,6-Tetramethylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,768-66-1

Experimental Section: Preparation of the reagent TMPMgCl·LiCl (5b): ; A dry and argon flushed 250 mL flask, equipped with a magnetic stirrer and a septum, was charged with freshly titrated i-PrMgCl·LiCl (100 mL, 1.2 M in THF, 120 mmol). 2,2,6,6-tetramethylpiperidine (TMPH) (19.8 g, 126 mmol, 1.05 equiv) was added dropwise at room temperature. The reaction mixture was stirred until gas evaluation was completed (ca. 24 h) at room temperature.

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Ludwig-Maximilians-Universitaet Muenchen; EP1810974; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24666-55-5,Benzyl (2,6-dioxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

A solution of 15 (4.0Og, 0.015 mol) in methanol (200 ml) and 2N HCl (15 ml) was hydrogenated over 5% Pd-C (100 mg) at 60 psi for 4 h. The catalyst was filtered off and the filtrate concentrated to dryness to give the title compound 16 as a white solid (2.61 g, 100%), mp 245 0C (dec) (lit. 235 0C (dec)). 1H NMR (400 MHz, DMSO-D6) delta ppm 11.22 (br s? IH), 8.68 (br s, 3H), 4.20 (dd, J=13.0, 5.3 Hz, IH), 2.77-2.65 (m, IH), 2.64- 2.56 (m, IH), 2.27-2.19 (m, IH)5 2.09-1.97 (m, IH)., 24666-55-5

As the paragraph descriping shows that 24666-55-5 is playing an increasingly important role.

Reference：
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/7979; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 4-Chloro-2-(methylthio)pyrimidine-5-carbohydrazide (2.2 mmol) was heated with ethanol (10 mL) and a few drops of glacial acetic acid. Substituted aldehyde (2.2 mmol) was added on the mixture and refluxed for 4 h. The reaction was finalized by thin layer chromatography control. The precipitate was filtered, dried and purified with methanol., 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; Akda?, Kadryi?Ye; Uenal, Goekhan; Tok, Fati?H; Aricio?lu, Feyza; Edi?P Temel, Hali?De; Kocyi??i?T-Kaymakcio?lu, Bedi?A; Acta poloniae pharmaceutica; vol. 75; 5; (2018); p. 1147 – 1159;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

236406-22-7, 1-Boc-4-(Aminomethyl)-4-methylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a homogeneous mixture of tert-butyl 4-(aminomethyl)-4-methylpiperidine- 1- carboxylate (53.0 mg, 0.23 mmol) in anhydrous DCM (2 mL), under nitrogenatmosphere, was added DIPEA (0.17 mL, 0.97 mmol) followed by 4-chlorobenzoyl chloride (0.05 mL, 0.390 mmol). The resulting mixture was stirred at ambient temperature for 4 hours, before being partitioned between DCM and water. The layers were separated and the aqueous layer was extracted twice more with DCM. These organic extracts were combined with the original organic layer and were concentrated invacuo to afford the title compound as an amber residue, which was used in the next step without purification. MS(ES): m/z = 367 [M+H]. tR = 1.00 mm (Method A)., 236406-22-7

The synthetic route of 236406-22-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; FLEXUS BIOSCIENCES, INC.; BECK, Hilary Plake; JAEN, Juan Carlos; OSIPOV, Maksim; POWERS, Jay Patrick; REILLY, Maureen Kay; SHUNATONA, Hunter Paul; WALKER, James Ross; ZIBINSKY, Mikhail; BALOG, James Aaron; WILLIAMS, David K.; MARKWALDER, Jay A.; SEITZ, Steven P.; CHERNEY, Emily Charlotte; ZHANG, Liping; SHAN, Weifang; GUO, Weiwei; HUANG, Audris; (231 pag.)WO2016/73774; (2016); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1180112-41-7, tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of intermediate 343 (100 mg, 240.2 muiotaetaomicron, 1 eq) in CH3CN (5 mL) were added tert-butyl 1, 7-diazaspiro[3.5]nonane-7-carboxylate (109 mg, 480.5 muiotaetaomicron, 2 eq) and K2C03 (199 mg, 1.44 mmol, 6 eq). The mixture was stirred at 70 C for 15h. The mixture was extracted with EtOAc and the organic layer was concentrated to dryness. The crude was purified by TLC (EtOAc), to give intermediate 344 (40 mg, 54.4 muiotaetaomicron, 22.6% yield)., 1180112-41-7

The synthetic route of 1180112-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BERTHELOT, Didier Jean-Claude; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston Stanislas Marcella; GILISSEN, Ronaldus Arnodus Hendrika Joseph; LAWSON, Edward Charles; PANDE, Vineet; PARADE, Marcus Cornelis Bernardus Catharina; SCHEPENS, Wim Bert Griet; SHOOK, Brian Christopher; THURING, Johannes Wilhelmus John F.; VIELLEVOYE, Marcel; SUN, Weimei; WU, Tongfei; MEERPOEL, Lieven; (244 pag.)WO2017/153186; (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.406233-26-9,4-(4,4-Dimethylpiperidin-1-yl)benzoic acid,as a common compound, the synthetic route is as follows.

3.1 Acylsulfonamide (SZ7TA2)[ 0363] Sodium boron hydride (60 mg, 1.5 mmol) was added slowly to the solution of (SZ7) (450 mg, 1 mmol) in Methanol. The system was stirred for 30 min and removed all the solvent. Intermediate 24 was obtained by flash chromatography and used for next step directly. The solution of 24, 25 (1 mmol), EDCI (2 mmol) and DMAP (0.2 mmol) in DCM was stirred for 12 hours at room temperature, and the system was extracted by ethyl acetate (20 mL x3). The combined organic phase was dried by anhydrous sodium sulfate and concentrated. And product (SZ7TA2) (102 mg, 16percent) was obtained by flash chromatography (hexane: EtOAc = 1 :1; Rf = 0.2 in hexane: EtOAc = 1 : 1). 1H-NMR (400 MHz, CDC13) delta: 8.74 (s, 1H), 8.43 (s, 1H), 8.24 (d, J = 8.8 Hz, 1H), 7.95-7.89 (m, 3H), 7.67 (d, J = 8.4 Hz, 2H), 7.14 (d, J = 6.4 Hz, 2H), 7.07 (d, J = 6.8 Hz, 2H), 6.72 (d, J = 8.8 Hz, 2H), 5.46 (d, J = 65.2 Hz, 1H), 3.26-3.25 (m, 4H), 3.13 (d, J = 6.0 Hz, 2H), 2.96 (d, J = 6.4 Hz, 2H), 1.40-1.39 (m, 4H), 0.93(s, 6H) ppm. 13C-NMR (100 MHz, CDC13) delta: 164.1, 154.4, 138.4, 137.9, 136.5, 133.6, 131.2, 130.9, 130.2, 130.0, 129.5, 129.4, 129.0, 126.9, 126.2, 125.4, 117.9, 113.0, 43.7, 41.7, 37.8, 33.9, 28.6, 27.7 ppm. HRMS (ESI+) for [M+H]+; calculated: 638.18116, found: 638.18097 (error m/z = -0.29 ppm).

406233-26-9, The synthetic route of 406233-26-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; UNIVERSITY OF SOUTH FLORIDA; MANETSCH, Roman; KULKARNI, Sameer Shamrao; IYAMU, Iredia David; WANG, Hong-Gang; DOI, Kenichiro; GUIDA, Wayne C.; SANTIAGO, Daniel N.; DUBOULAY, Courtney J.; WO2012/21486; (2012); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 0.24 g of an oil dispersion of sodium hydride are washed free of oil with hexane and then suspended in 3 ml of anhydrous dimethylformamide. The solution of 0.84 g of 3,3-tetramethyleneglutarimide in 5 ml of dry dimethylformamide is added dropwise to said suspension at room temperature and the mixture is stirred for additional 30 minutes before the solution of 0.92 of 1-(2-chloroethyl)-4-diphenylmethoxypiperidine hydrochloride in 5 ml of dry dimethylformamide is added dropwise. After stirring the mixture at room temperature for 18 hours, it is poured onto 30 ml of ice water and repeatedly extracted with diethyl ether. The extract is washed successively with 1 N aqueous sodium hydroxide and brine, dried and evaporated. The residue is taken up in ethyl acetate and the solution acidified with ethereal hydrogen chloride, to yield the N-[2-(4-diphenylmethoxypiperidino)-ethyl]-beta,beta-tetramethyleneglutarimide hydrochloride, melting at 169-171; it is identical with the compound obtained according to Example 1., 1075-89-4

As the paragraph descriping shows that 1075-89-4 is playing an increasingly important role.

Reference：
Patent; Ciba-Geigy Corporation; US4261990; (1981); 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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 2-oxopiperidine-1-carboxylate (45-1) (500 mg, 2.50 mmol) in THF (50 mL) was added Lithium bis(trimethylsilyl)amide (5.25 mL, 5.25 mmol) at – 78C over 30 min. After Benzyl chloroformate (712 muL, 2.50 mmol) was dissolved in THF and added to the reaction mixture at -78C stirring was continued for 2 hours. After the reaction mixture was quenched with aqueous saturated NH4Cl solution at -78C and extracted with EtOAc (2 x 100 mL), washed with brine (50 mL), dried (Na2SO4) and evaporated. The crude was purified by column chromatography (silica, gradient, 0%-20%EtOAc in Hexane as eluent) to provide 3- benzyl 1-tert-butyl 2-oxopiperidine-1,3-dicarboxylate (45-2) (605 mg) as a liquid. Yield- 90%; LC MS: ES+ 334.3.

85908-96-9, The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem