Heterocyclic Building Blocks-piperidine

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

To a 1 liter four-necked round bottom flask equipped with a mechanical stirrer, a reflux condenser, a thermometer, a funnel and a septum are added 80 g of water, 20 g K2CO3 (99%; 0,1448 mol), 10 g 2,2,6,6-tetramethylpiperidine (99%; 7,079·10-2 mol) and 100 g toluene. Then, a solution of 15,34 g of peracetic acid (7,06·10-2 mol) in 80 g water is added slowly to the 1 liter flask while stirring vigorously (with a slightly exothermic reaction) and the flask is placed in a water bath at room temperature. After the addition is complete, the reaction medium is stirred at room temperature overnight and the organic phase becomes red due to the formation of 2,2,6,6-tetramethylpiperidine-1-oxide (TEMPO).

As the paragraph descriping shows that 768-66-1 is playing an increasingly important role.

Reference：
Patent; Detrembleur, Christophe; Gross, Thomas; Meyer, Rolf-Volker; US2003/236368; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

280774-03-0, (1-Isopropylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the product from step 1 Example 139 (115 mg, 0.55 mmol) in DMSO (5 mL) was added (1-isopropanol-piperidin-4-yl)methanol (130 mg, 0.83 mmol) and 1M KtOBu (1.1 mL, 1.1 mmol). After overnight stirring at 100 C., the reaction was diluted with dichloromethane, washed with water/brine several times, dried over sodium sulfate, and concentrated. The product was purified by prep TLC plates to obtain 64 mg (35%); Mp 188-191 C.; MS m/z 329 (M+H).

280774-03-0, The synthetic route of 280774-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Cephalon, Inc.; US2008/27041; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

20691-89-8, 1-Methyl-4-piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of l-chloro-4-nitrobenzene (23) (2.37 g, 15.0 mmol), alcohol 22 (1.94 g, 15.0 mmol), and DMSO (25 mL) was treated portionwise with NaH (60% in mineral oil, 660 mg, 16.5 mmol) at 40 0C. The mixture was stirred at 70 0C for 3 h, poured into water (15O mL), and extracted with Et2O (5 x 10O mL). The combined organic fractions were washed with water (250 mL) and brine (250 mL), dried (MgSQ4), and the solvent was removed in vacuo. The resulting solid was recrystallized from Et2O to give 24 (3.12 g, 83%) as yellow needles. 1H NMR (300 MHz, CDCl3): delta = 1.36-1.56 (m, 2 H, 3-Hax, 5-Hax), 1.75-1.91 (m, 3 H, 3-Heq, 4-H, 5-Heq), 1.98 (dt, J= 11.9, 1.9 Hz, 2 H, 2-Hax, 6-Hax), 2.30 (s, 3 H, NMe), 2.85-2.98 (m, 2 H, 2-Heq, 6-Heq), 3.90 (d, J= 5.8 Hz, 2 H, OCH2), 6.94 (me, 2 H, 2′-H, 6′-H), 8.19 Cm0, 2 H, 3′-H, 5′-H) ppm. – 13C NMR (50.3 MHz, CDCl3): 6 = 28.9 (C-3, C-5), 35.1 (C-4), 46.4 (NMe), 55.3 (C-2, C-6), 73.3 (OCH2), 114.3 (C-21, C-6′), 125.8 (C-3′, C-5′), 141.3 (C-41), 164.1 (C-I’) ppm. -MS (70 eV, EI): m/z (%) = 250 (79) [M]+, 249 (100) [M-H]+. – Ci3H]8N2O3 (250.29): calcd. C 62.38, H 7.25; found C 62.25, H 7.40., 20691-89-8

The synthetic route of 20691-89-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SYNTARGA B.V.; GEORG-AUGUST-UNIVERSITAet GOeTTINGEN STIFTUNG OeFFENTLICHEN RECHTS (OHNE BEREICH HUMANMEDIZIN); WO2007/89149; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5810-56-0,4-Acetamidopiperidine,as a common compound, the synthetic route is as follows.

5810-56-0, Following the procedure of Example 74 using 5,5-Dioxo-2-(4-nitrobenzoxy-carbonylamino)dibenzothiophene (Example 24) and the appropriate amine the following compounds were prepared.

The synthetic route of 5810-56-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Block, Michael Howard; Donald, Craig Samuel; Brittain, David Robert; Foote, Kevin Michael; US2003/225097; (2003); 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.32559-18-5,Methyl piperidine-2-carboxylate hydrochloride,as a common compound, the synthetic route is as follows.

1-(2-Oxo-2-thiophen-2-yl-acetyl)piperidine-2-carboxylic acid N’-(6-methyl-4-trifluoromethyl-pyridin-2-yl)-hydrazide A solution of methyl pipecolinate hydrochloride (7.2 g, 40 mmol) in dry DCM (100 mL) and TEA (8.3 g) was cooled to 0 C. The slurry was stirred for 1 h. Methyl oxalyl chloride was added. The mixture was stirred at 0 C. for 2 h. Water was added, and the organic phase was washed with a NaHCO3 solution, dried with MaSO4. Evaporation of the solvent and drying in vacuum gave a reddish oil; 9.1 g (99%); MS (m/z) 252 (M+Na).

32559-18-5, 32559-18-5 Methyl piperidine-2-carboxylate hydrochloride 13246231, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sui, Zhihua; Macielag, Mark; Lanter, James; US2003/144262; (2003); 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

12 g of 2- (4- (aminomethyl) piperidin-1-yl) ethanol was added to150 ml of N, N-dimethylformamide,Add 18g bromoethane, then add 15g of potassium carbonate,Heated to reflux for 2 hours,Water and ethyl acetate were added, the mixture was extracted and separated, and the organic phase was collected, dried and concentrated. The residue was separated on a silica gel column to obtain 9 g2- (4 – ((ethylamino) methyl) piperidin-1-yl) ethanol., 21168-72-9

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

Reference：
Patent; Hunan Huateng Pharmaceutical Co., Ltd.; Bu Gonggaofamingren; (5 pag.)CN104557672; (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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

To the solution of 5-bromothiazole-2-carboxylic acid (scheme 8-33 compound S1, 458 mg, 2.2mmol) and tert-butyl (S)-3-(aminomethyl)piperidine-1-carboxylate (scheme 8-33 compound S2, 429 mg, 2.0mmol) in DCM (15.0 mL) at 0 C, HATU (912 mg, 2.4mmol) was added, followed by addition of DIEA (3.6mmol). The mixture was stirred for 1 h. The volatiles were evaporated under reduced pressure. The residue was diluted with ethyl acetate (60mL) and washed with saturated NaHCO3, water and brine. The organic solution was dried over MgSO4. The solution was filtered and the filtrate was concentrated. The remaining material was purified to afford 513 mg of title product. LC (method A): tR = 2.30 min. LC/MS (EI) m/z: [M + H]+ 404.06, 406.09.

140645-24-5, As the paragraph descriping shows that 140645-24-5 is playing an increasingly important role.

Reference：
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (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.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

Benzyl 4-oxopiperidine-l-carboxylate (5g, 21 mmol) in THF (50 ml) was cooled to 0C. Sodium hydride (1.1 g, 43 mmol), then iodomethane (3.0 ml, 47 mmol) was added slowly. Mixture was stirred at 0C for 2 hours, then slowly warm up to room temperature and stirred overnight. Saturated aq. NH4C1 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, The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; LO, Michael Man-Chu; 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 V.; WON, Walter; WU, Heping; WO2014/101373; (2014); 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.14813-01-5,1-Benzylpiperidin-3-ol,as a common compound, the synthetic route is as follows.,14813-01-5

Under ultrasound, 10 g of dihydropyridine main ring , i.e.,[2,6-dimethyl -4-(3-nitrophenyl)-l ,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester] was placed into 200 mL reaction flask, and 14 mL Nu,Nu-dimethylformamide (DMF) and 56 mL dichloromethane was added. To the resultant homogeneous suspension was added 2.4 mL of thionyl chloride under ice-bath, then the mixture was stirred for 1 hour to obtain a clear solution.Then, 6.3 g of pyridine (alcohol) side chain, i.e., [l-benzyl-3 -hydroxypiperidine] was added and stirred for 2.5 hours under ice-bath.The reaction solution was washed with 40 mL water (x 4) and 40 mL saturated saline solution (x 1). The dichloromethane solution was dried for two hours by adding 4 g of anhydrous sodium sulfate. Then, sodium sulfate solid was removed by filtering, and dichloromethane was recycled under reduced pressure to obtain a yellow to red crude crystal (herein after referred to as crude crystal of benidipine hydrochloride). The crude crystal mentioned above was dissolved in 100 mL acetone, and ultrasounded at 150 W and 40 MHz for 7 minutes, filtered under reduced pressure and dried to obtain 5.9 g of crystal as yellow powder (yield 36.2%)

The synthetic route of 14813-01-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; HEFEI BEINI MEDICAL TECHNOLOGY COMPANY, LTD; ZHANG, Zhaoyong; WO2012/142815; (2012); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

147611-03-8, tert-Butyl 7-azaspiro[3.5]nonan-2-ylcarbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,147611-03-8

To a vial was added (2-chloropyrimidin-5-yl)boronic acid (0.049 g, 0.317 mmol), EtOH (2 mL), and tert- butyl 7-azaspiro[3.5]nonan-2-ylcarbamate (0.056 g, 0.317 mmol) followed by the addition of TEA (0.42 mL, 0.30 mmol). The contents were heated at about 95 C for about 2 h. The mixture was then added to a second vial preloaded with (5)-7-bromo-4-phenyl-3,4-dihydro-lH-benzo[4,5]imidazo[2,l-c][l,4]oxazine (0.040 g, 0.12 mmol, Preparation 24), 2M Cs2C03 (0.12 mL, 0.24 mmol), and SiliaCirf DPP-Pd (0.049 g, 0.012 mmol, 0.25 mmol/g load, SiliCycle Cat R390-100). The contents were heated at about 95 C for about 4 h, the mixture was cooled to rt and filtered through Celite. The to the filtrate was added 2 mL of 4 N HQ in 1,4-dioxane and the reaction was allowed to proceed for about 4 hours. The contents were then dried under nitrogen stream and redissolved in 50% DMSO/MeOH (2 mL). The crude material was purified by preparative HPLC (Table 1 Method k) to give the title compound (0.009 g, 9%); LC/MS (Table 1, Method f) J = 0.53 min; MS m/z: 467 (M+H)+ . (TNF IC50=A).

The synthetic route of 147611-03-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; BREINLINGER, Eric, C.; COX, Phil, B.; DAANEN, Jerome; DIETRICH, Justin; DJURIC, Stevan; DOMBROWSKI, Amanda, W.; FRANK, Kristine, E.; FRIEDMAN, Michael, M.; GOMTSYAN, Arthur; LI, Huan-Qui; LONGENECKER, Kenton; OSUMA, Augustine; ROWLEY, Ann, Marie; SCHMIDT, Robert; VASUDEVAN, Anil; WILSON, Noel; (378 pag.)WO2016/168641; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem