Day: March 22, 2022

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

118133-15-6, 1-(Ethoxycarbonyl)piperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 100 mL round bottom flask was taken and Intermediate 1, 7.434 g (37 mmol) was added. 18 mL dichloromethane, cooled to 0 C, triethylamine was added 12.8 mL (92.5 mmol), stirred for 15 minutes, Ethyl chloroformate 5.3mL (55.5mmol) was added stirred for 30 minutes, ethanol 20mL was added and stirred overnight at room temperature. After completion of the reaction, 1M sodium hydroxide was added 30mL, extracted with dichloromethane burning (30 ml x 3), combined with dichloromethane. It was washed with saturated brine, dried over anhydrous MgSO4, filtered and rotary evaporation done 78% as a pale yellow liquid., 118133-15-6

118133-15-6 1-(Ethoxycarbonyl)piperidine-4-carboxylic acid 6618886, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Kunming Xianghao Technology Co., Ltd.; Luo Huairong; Hong Xuechuan; Zhu Xi; Zhu Jinmei; Wu Guisheng; Deng Zixin; Zhu Yingmin; Lu Yungang; Deng Ke; Qu Chunrong; (25 pag.)CN103694242; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

Step A: Benzyl 3,3-dimethyl-4-oxopiperidine-l -carboxylate [0214] Benzyl 4-oxopiperidine-l-carboxylate (5g, 21 mmol) in THF (50 ml) was cooled to 0 C. Sodium hydride (1.1 g, 43 mmol), then iodomethane (3.0 ml, 47 mmol) was added slowly. Mixture was stirred at 0 C for 2 hours, then slowly warm up to room temperature and stirred overnight. Saturated aq. NC1 solution was added and the product was extracted with EtOAc. The extract was washed with brine, dried over anhydrous sodium sulfate, and concentrated. The crude product thus obtained was purified by column chromatography on a 100 gram-size silica gel column, eluting with gradient EtOAc/hexane to afford the titled product as colorless oil.

19099-93-5, 19099-93-5 1-Cbz-Piperidin-4-one 643496, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; LO, Michael; LIM, Yeon Hee; STAMFORD, Andrew; KUANG, Rongze; TEMPEST, Paul; YU, Younong; HUANG, Xianhai; HENDERSON, Timothy J.; KIM, Jae-Hun; BOYCE, Christopher; TING, Pauline; ZHENG, Junying; METZGER, Edward; ZORN, Nicolas; XIAO, Dong; GALLO, Gioconda; WON, Walter; WU, Heping; WO2014/101120; (2014); 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

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

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

138022-04-5, tert-Butyl methyl(piperidin-4-ylmethyl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A: tert-Butyl ({l-[(2i?)-2-Hydroxy-2-(4-methyl-l-oxo-l,3-dihydro-2-benzofuran-5- yl)ethyllpiperidin-4-yl|methyl)methylcarbamate A solution of 4-methyl-5-[(2i?)-oxiran-2-yl]-2-benzofuran-l(3H)-one (76 mg, 0.40 mmol) in 2 mL of ethanol was added to tert-butyl methyl(piperidin-4-ylmethyl)carbamate (91mg, 0.40 mmol). The reaction mixture was heated at 140C in the microwave for 55 minutes. The solvents were removed in vacuo to provide tert-butyl ({l-[(2i?)-2-hydroxy-2-(4-methyl-l-oxo-l,3- dihydro-2-benzofuran-5-yl)ethyl]piperidin-4-yl}methyl)methylcarbamate which was used directly in the next step without further purification.

138022-04-5, As the paragraph descriping shows that 138022-04-5 is playing an increasingly important role.

Reference：
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

A solution of (S)-1-Boc-3-(aminomethyl)piperdine (429 mg, 2.0 mmol, CAS [140645-24-5], CHN Technologies, Woburn Mass., USA) in dichloromethane (10 mL) was treated with a 37% aqueous formaldehyde solution (551 muL, 20.0 mmol) followed by sodium triacetoxyborohydride (4.23 g, 20.0 mmol). The mixture was stirred for 4 h then quenched with dichloromethane (10 mL) and saturated aqueous solution of NaHCO3 (50 mL). The organic portion was further washed with a brine solution (10 mL), then dried over MgSO4, filtered, and evaporated in vacuo to afford product as an oil. LC/MS 1.10 min, [M+1]+ 243. The methylated intermediate was dissolved in 1,4-dioxane (5 mL) and treated with a 4 N solution of hydrogen chloride in 1,4,-dioxane (5 mL) and stirred for 2 hr, after which time product had precipitated out of solution. The reaction mixture was evaporated in vacuo and filtered with the aid of ethyl ether. The resulting solids were air dried to afford product as a colorless solid (290 mg, 67% overall). LC/MS 0.60 min, [M+1]+ 143.

140645-24-5, 140645-24-5 (S)-3-(Aminomethyl)-1-N-Boc-piperidine 1502022, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Helicon Therapeutics, Inc.; US2009/62252; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

141943-04-6, 1-Benzylpiperidine-3-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: l-Benzylpiperidine-3-carbonyl chloride hydrochloride; [00273] Hydrochloric acid (20 % aq, 100 mL) was added to ethyl l-benzylpiperidine-3- carboxylate (14.2 g, 57.4 mmol) and the mixture heated at reflux for 4 h. The reaction was cooled and concentrated in vacuo to give l-benzylpiperidine-3-carboxylic acid as a pale yellow solid. This solid was dissolved in thionyl chloride and the resulting solution stirred at room temperature for 1 h. Thionyl chloride was removed in vacuo and the resulting solid was slurried in THF and azeotroped to afford the title compound as a pale yellow solid which was used without further purification (17.0 g, quant.)., 141943-04-6

As the paragraph descriping shows that 141943-04-6 is playing an increasingly important role.

Reference：
Patent; GALAPAGOS N.V.; WO2008/55959; (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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.,885279-92-5

tert-Butyl 8-quinoxalin-2-yl-1.8-diazaspiro[“4.5]decane-l-carboxylate (B-I); To a solution of 500 mg (2.08 mmol) A^ in 5 mL DMF was added 410 mg (2.5 mmol) 2-chloroquinoxoline and 575 mg (4.2 mmol) K2CO3. After heating the mixture for 3 h at 1000C, the reaction was cooled to room temperature, and dumped into a separatory funnel with EtOAc and water. The layers were separated, the aqueous was extracted with EtOAc, the combined organic extracts were washed with brine, dried over Na2SO^ and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide B-I as a yellow solid. Data for B^ I: LCMS: rt = 2.34 min; m/z (M + H) = 369.1, found; 369.2 required.

The synthetic route of 885279-92-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK & CO., INC.; WO2007/25069; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem