Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

2,2,6,6-Tetramethylpiperidine (18.7 mL, 1 10.5 mmol) is added overtetrahydrofuran (200 mL), and solution is cooled under nitrogen at -78C. 2.5 M solution of butyl lithium in hexane (37.2 mL, 93 mmol) is added and mixture is stirred for 30 min at -78C. Over the fresh lithium 2,2,6,6-tetramethylpiperidine solution is added a solution of tert-butyl spiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-l’- carboxylate (20 g, 58.2 mmol) in tetrahydrofuran (90 mL) keeping temperature below -70C. After 20 min a solution of N-fluorobenzenesulfonimide (30.26 g, 93.07 mmol) in tetrahydrofuran (200 mL) previously cooled under nitrogen at -20C is added via cannula. After 1 hr. stirring, water (20 mL) and aqueous solution of ammonium chloride (50 mL) are added. Then, organic layer is separated and the aqueous is washed twice with methyl t-butyl ether (2 x 25 mL). Organics are combined and solvent is evaporated under reduced pressure. Crude material is purified by normal phase HPLC using hexane/ methyl t-butyl ether as solvents to give tert-butyl 2- fluorospiro[4,5-dihydrothieno[2,3-c]pyran-7,4′-piperidine]-r-carboxylate in 50% yield. MS (m/z): 328 (M+l).

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

Reference：
Patent; ELI LILLY AND COMPANY; BENITO COLLADO, Ana Belen; DIAZ BUEZO, Nuria; JIMENEZ-AGUADO, Alma Maria; LAFUENTE BLANCO, Celia; MARTINEZ-GRAU, Maria Angeles; PEDREGAL-TERCERO, Concepcion; TOLEDO ESCRIBANO, Miguel Angel; WO2011/60217; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

21168-72-9, 2-(4-(Aminomethyl)piperidin-1-yl)ethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 2-(4-Aminomethyl-piperidin-l-yl)-ethanol (0.5 mmol) in tetrahydrofuran (2 mL) at room temperature are added cyclohexylmethylaldehyde (0.6 mmol)) and anhydrous magnesium sulfate (60 mg). After stirring for 1.5h at room temperature, sodium borohydride (0.5 mmol) is added and the mixture is then stirred for a further 2h. Water (3 mL) is added to the mixture and stirring resumed for 10 min. Additional water is added (1 mL) and the mixture is extracted with dichloromethane (10 mL x 3). After being dried over anhydrous magnesium sulfate the solvent is removed under reduced pressure to give the crude product. This material is used in subsequent steps without requiring further purification. [00349] The amine obtained in the previous step (0.26mmol) is added to a solution of 5-chloro-l- methyl-3-tert-Butyl-l,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one (0.13mmol) in t- BuOH (0.5 mL). The reaction is heated in a sealed tube to 1000C for 24h. On complete reaction (monitored by LCMS), the mixture is allowed to cool to room temperature and the solvent is removed under reduced pressure. The final compound is then isolated by preparative HPLC.[00350] Preparative HPLC: Waters XBridge Prep C18 5mum ODB 19mm ID x 100mm L. The method uses MeCN/H2O 35-60% gradients. H2O contains 0.1% Trifluoroacetic acid (TFA).., 21168-72-9

As the paragraph descriping shows that 21168-72-9 is playing an increasingly important role.

Reference：
Patent; Galapagos NV; WO2009/71707; (2009); 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: To solution of 4-((3-hydroxypiperidin-1-yl)methyl)benzohydrazide(9, 0.5 g, 2 mmol) in ethanol with catalytic amount of HClwas added the corresponding aldehyde (10, 2.4 mmol). The mixturewas stirred for 3 h at room temperature. Removal of the solventproduced a residue, which was purified using chromatographycolumn with the appropriate eluents systems.

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

Reference：
Article; Dias Viegas, Flavia Pereira; de Freitas Silva, Matheus; Divino da Rocha, Miguel; Castelli, Maisa Rosa; Riquiel, Mariana Maximo; Machado, Rafael Pereira; Vaz, Sarah Macedo; Simoes de Lima, Lais Medeiros; Mancini, Karla Cristine; Marques de Oliveira, Patricia Cruz; Morais, Elida Parreira; Gontijo, Vanessa Silva; da Silva, Fernanda Motta R.; D’Alincourt da Fonseca Pecanha, Dora; Castro, Newton Goncalves; Neves, Gilda A.; Giusti-Paiva, Alexandre; Vilela, Fabiana Cardoso; Orlandi, Lidiane; Camps, Ihosvany; Veloso, Marcia Paranho; Leomil Coelho, Luis Felipe; Ionta, Marisa; Ferreira-Silva, Guilherme Alvaro; Pereira, Rodrigo Machado; Dardenne, Laurent E.; Guedes, Isabella Alvim; de Oliveira Carneiro Junior, Wellerson; Quaglio Bellozi, Paula Maria; Pinheiro de Oliveira, Antonio Carlos; Ferreira, Fabio Furlan; Pruccoli, Letizia; Tarozzi, Andrea; Viegas, Claudio; European Journal of Medicinal Chemistry; vol. 147; (2018); p. 48 – 65;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-benzyl-3-piperidinol (1.90 g, 9.93 mmol) was dissolved in THF: MeOH 1: 1, with 20% Pd/C (0.5 g) and subjected to 50 psi of hydrogen gas for 16 hours. The crude product was then filtered through celite and then concentrated in vacuo. The crude product was determined to be pure (0.985 g, 98%) BY LHNMR (400 MHz, CDC13) : 8 1.36 – 1. 56 (m, 2H), 1.68-1. 81 (m, 2H), 2.60-2. 76 (m, 3 H), 2.92 (dd, 1H, J=2.7, 11.9 Hz), 3.67 (sept, 1H, J=3.3 Hz)., 14813-01-5

As the paragraph descriping shows that 14813-01-5 is playing an increasingly important role.

Reference：
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/26145; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

63921-23-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.63921-23-3,1-Phenylpiperidin-4-amine,as a common compound, the synthetic route is as follows.

Example 21 (397mg, lmmol), 1-phenylpiperidin-4-ylamine (176mg, Immol) and silver acetate (167mg, lmmol) in acetonitrile (20ml) were heated at reflux overnight. The reaction mixture was evaporated, purified by column chromatography on silica using 2-10% methanol in dichloromethane as the eluant, followed by mass triggered HPLC purification using an acid based eluant. The free base was liberated using a strong cation exchange cartridge to give the desired compound (40mg). 1H NMR 8 (ppm) 400MHz (CDC13), 1.45-1. 52 (2 H, m), 2.00-2. 13 (4 H, m), 2.32- 2.52 (5 H, m), 2.74-2. 80 (2 H, m), 3.25-3. 31 (2 H, m), 3.37-3. 46 (1 H, m), 3.55-3. 76 (4 H, m), 6.82-6. 93 (5 H, m), 7.14 (1 H, dd, J = 4.7, 7.4Hz), 7.23-7. 27 (2 H, m), 7.48 – 7. 52 (3 H, m), 8.37 (1 H, d, J = 4.3Hz). MSp m/z for MH+ =540.

63921-23-3 1-Phenylpiperidin-4-amine 21193347, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME LIMITED; WO2005/51390; (2005); 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: In a round bottom flask equipped with a magnetic stir bar, reflux condenser and a Soxhlet condenser filled with molecular sieves, DHA (4, 0.168 g, 1 mmol), 1 mmol of appropriate amino benzaldehyde 3a-e and catalytic amount of piperidine (8.5 mg, 0.1 mmol) were refluxed in dry toluene for 24 h. After complete reaction, toluene was removed under reduced pressure and residue was dissolved in CH2Cl2 and washed with water. Combined organic layer was dried over the anhydrous Na2SO4, and the solvent was removed in atmospheric pressure. Obtained crude solid was purified by recrystallization from EtOH.

10338-57-5, As the paragraph descriping shows that 10338-57-5 is playing an increasingly important role.

Reference：
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Gholizadeh, Mohammad; Journal of the Iranian Chemical Society; vol. 17; 5; (2020); p. 1103 – 1109;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1075-89-4,8-Azaspiro[4.5]decane-7,9-dione,as a common compound, the synthetic route is as follows.

1075-89-4, A. Preparation of Formula (I) where m is 3, X is 3-methoxy, Y is hydrogen, R is 8-azaspiro[4.5]decan-7,9-dione and n is 2 To a solution of 0.835 g of 8-azaspiro[4.5]decan-7,9-dione in 10 ml of DMF was added 0.24 g of sodium hydride, and the mixture stirred at 80 C. for 2 hours. Then 1.0 g of (8aR,12aS,13aS)-3-methoxy-12-(3-chloropropanesulfonyl)-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine was added, plus a catalytic amount of sodium iodide, and the mixture stirred at 80 C. for 16 hours. After cooling, the solution was acidified with 2N hydrochloric acid and then washed with ethyl acetate, the aqueous portion basified with aqueous ammonium hydroxide and extracted further with diethylether. The solvent was then dried over sodium sulfate and evaporated under reduced pressure. The residue was flash chromatographed on silica gel, eluding with 50% ethyl acetate in hexane, to give (8aR,12aS,13aS)-3-methoxy-12-[8-(3-propyl)-8-azaspiro[4.5]decan-7,9-dione]sulfonyl-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-isoquino[2,1-g][1,6]naphthyridine as an oil, a compound of formula (I) where n is 2.

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

Reference：
Patent; Syntex (U.S.A.) Inc.; US5229387; (1993); A;,
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, Example 12 (+)-Dimenthyl (1S, 2S)-Cyclopropane-1,2-dicarboxylate. A 2.5 M solution of butyllithium in hexane (56.9 ml, 142.2 mmol) was added to 180 ml of dry tetrahydrofuran (THF), cooled to -20C. 2,2,6,6-Tetramethylpiperidine (24 ml, 142.2 mmol) was added dropwise over a period of 10 minutes.. The resulting solution of lithium 2,2,6,6-tetramethylpiperidide (LTMP) was cooled to -78C and stirred for 30 minutes.. A solution of (-)-dimenthyl succinate (26.75 g, 67.7 mmol) in THF (60 ml) was then added over a period of 1 h.. The resulting yellow solution was stirred for 1 h.. Thereafter, bromochloromethane (4.39 ml, 67.7 mmol) was added and the reaction mixture stirred for 2 h.. The reaction was quenched by adding isobutyraldehyde (22.46 ml, 27.08 mmol).. After stirring for further 30 minutes, the mixture was poured into ice-cooled 1N hydrochloric acid (250 ml) and the aqueous layer was extracted with diethyl ether (3×150 ml).. The combined organic layers were washed with saturated sodium chloride (250 ml), dried over sodium sulphate and concentrated with a rotary evaporator.. The residue was chromatographed on silica gel (petroleum ether/diethyl ether = 98/2).. An additional flash chromatography on silica gel (petroleum ether/diethyl ether = 98/2) afforded the pure title compound. Yield 33% mp: 95-96C [alpha]D25 = -18.8 (c = 1, CHCl3) 1H-NMR (CDCl3) delta: 0.70-2.20-(complex, 20 H); 0.75 (d, 6H, J = 7 Hz); 0.9 (d, 9H, J = 6.8 Hz); 2.15 (dd, 2H, J = 7.6, 8.7 Hz); 4.7 (dt, 2H, J = 4.3, 10.7 Hz). 13C-NMR (CDCl3) delta: 15.2; 16.4; 20.6; 21.9; 22.2; 23.6; 26.3; 31.3; 34.2; 40.8; 47.0; 74.9; 171.2.

768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Newron Pharmaceuticals S.p.A.; EP1424333; (2004); A1;,
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

To a solution of 3-aminopiperidin-2-one hydrochloride (1.50 g) in methanol (10 mL) was added AMBERLYST (registered trademark) A21 (750 mg) at room temperature. The reaction mixture was stirred at room temperature overnight, theinsoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. To a solution of the residue in ethanol (20 mL) was added 4-thioxothiazolidin-2-one (1.330 g) at room temperature. The reaction mixture wasstirred at room temperature overnight, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, methanol/ethyl acetate) . To a solution of the residue and l-[2,4- bis (trifluoromethyl) benzyl] piperidine-4-carbaldehyde (1018 mg) in 2-propanol (10 mL) was added piperidinium acetate (436 mg) at room temperature. The reaction mixture was stirred at 60C overnight, and the solvent was evaporated under reducedpressure. The residue was purified by silica gel columnchromatography (NH, methanol/ethyl acetate) and recrystallized from ethyl acetate/diisopropyl ether to give the titlecompound (530 mg) .? NMR (300 MHz, DMSO-d6) delta 1.38-1.59 (2H, m) , 1.68-1.91 (5H, m) , 2.01-2.27 (4H, m) , 2.69-2.84 (2H, m) , 3.17 (2H, brs) , 3.71 (2H, s), 4.43-4.55 (1H, m) , 6.89 (1H, d, J = 8.8 Hz), 7.83 (1H, brs), 7.98 (1H, s) , 8.02-8.12 (2H, m) , 9.34 (1H, brs).MS (ESI+) : [M+H]+ 535.1.

138377-80-7, 138377-80-7 3-Aminopiperidin-2-one hydrochloride 19795138, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MATSUMOTO, Shigemitsu; ONO, Koji; TOMINARI, Yusuke; KATOH, Taisuke; MIWA, Kazuhiro; HASUOKA, Atsushi; IMAMURA, Shinichi; WO2013/18929; (2013); 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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

(a) Synthesis of 1-benzylpiperidine-4-carbaldehyde To a solution of diisopropylamine (14.8 ml, 106 mmol) in tetrahydrofuran (20 ml) was added dropwise 1.59M-n-butyllithium (7.9 ml, 12.7 mmol) at -78C over a period of 10 minutes, and stirred for 30 minutes. Then, 2M-trimethylsilyldiazomethane (6.34 ml, 12.7 mmol) was added dropwise thereto at -78C over a period of 5 minutes and stirred for 30 minutes. Thereafter, a solution of 1-benzyl-4-piperidone (2.0 g, 10.6 mmol) in tetrahydrofuran (20 ml) was added dropwise thereto at -78C over a period of 30 minutes, and the resulting mixture was stirred at -78C for 1 hour, warmed up to room temperature, stirred for 30 minutes and then refluxed for 2 hours. After completion of the reaction, the reaction mixture was poured onto ice and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate and distilled under reduced pressure to remove the solvent, and to a solution of the resulting residue in ethyl acetate (200 ml) was added silica gel (10 g) at room temperature, and stirred overnight. Then, the solvent was distilled off and the resulting residue was purified by a silica gel column chromatography (eluent: chloroform/methanol = 50/1) to obtain 1-benzylpiperidine-4-carbaldehyde (1.19 g, 55%)., 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

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