Heterocyclic Building Blocks-piperidine

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

(3R)-3-(4-Phenyl-1H-imidazol-2-yl)-2,3,4,9-tetrahydro-1′-benzoyl-spiro[1H-beta-carboline-1,4′-piperidine]hydrochloride To a solution of (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)-1-ethanamine hydrochloride (1 g, 2.65 mmol) in isopropanol (15 ml) was added N-benzoyl-4-piperidone (2.64 g, 13 mmol). The solution was refluxed for about one hour and cooled to about 20° C. The solvent was removed under reduced pressure. The residue was treated with dichloromethane (30 ml) and stirred for about 30 min at about 20° C. The resulting precipitate was collected by filtration, washed with dichloromethane and diethyl ether, and dried to afford 1.2 g of the title product as the hydrochloride salt. Melting point: 240-244° C.

24686-78-0, As the paragraph descriping shows that 24686-78-0 is playing an increasingly important role.

Reference：
Patent; Societe de Conseils de Recherches et d’Applications Scientifiques, S.A.S.; US6586445; (2003); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1187173-43-8,2,7-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.,1187173-43-8

To a solution of 2,7-diazaspiro[4.5]decan-1 -one hydrochloride (0.572 g, 3 mmol) and triethylamine (0.836 ml_, 6.00 mmol) in dichloromethane (15 ml_), cooled in an ice- water bath, was added 4-bromo-3-(trifluoromethyl)benzenesulfonyl chloride (0.971 g, 3.00 mmol). The reaction was allowed to warm to room temperature and stirred for 18 hours. The reaction was diluted with dichloromethane (35 ml_), washed with water (30 ml_), passed through a hydrophobic frit and reduced in vacuo. The residue was purified by silica chromatography (Biotage SP4) eluting with 60% EtOAc in iso- hexanes (3 column volumes), a gradient from 60 – 100% EtOAc (over 9 column volumes) then EtOAc (3 column volumes) to yield 7-{[4-bromo-3- (trifluoromethyl)phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (1.022 g, 2.316 mmol, 77% yield) as a white solid. 1 H NMR (250 MHz, CHLOROFORM-d) delta ppm 1 .59 – 1 .86 (m, 4 H) 2.00 – 2.14 (m, 1 H) 2.24 – 2.51 (m, 3 H) 3.31 – 3.51 (m, 2 H) 3.52 – 3.60 (m, 1 H) 3.86 (dd, J=10.39, 1.96 Hz, 1 H) 5.67 (br. s., 1 H) 7.72 (dd, J=8.30, 1 .92 Hz, 1 H) 7.90 (d, J=8.37 Hz, 1 H) 8.02 (d, J=2.13 Hz, 1 H). MS ES+ve m/z 443 (M+H).

As the paragraph descriping shows that 1187173-43-8 is playing an increasingly important role.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); A1;,
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929252-65-3,929252-65-3, tert-Butyl 4-(((4-(4-amino-2-fluorophenoxy)-6-methoxyquinolin-7-yl)oxy)methyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step I: Preparation of tert-butyl [0106] 4-[[4-[2-fluoro-4-[[1-[(4-fluorophenyl)aminocarbonyl]cyclopropanecarbonyl]amino]phenoxy]-6-method xy-7-quinolyl]oxymethyl]piperidine-1-carboxylate: A mixture of Intermediate C (1.5 g, 3.0 mmol), Intermediate D (1.7 g, 7.6 mmol), DIPEA (1.55 g, 12.0 mmol), HATU (2.3 g, 6.0 mmol), DMAP (0.183 g, 1.5 mmol) in 60 mL of DMF was stirred at 30-40 C overnight, then concentrated under reduced pressure. The residue was purified by column chromatography (eluted with 1-5% MeOH in DCM) to afford the target product (1.9 g, yield: 90%). The characterization of the resulting product was as follows: Mass spectrum m/z: 703.30 [M+H].

As the paragraph descriping shows that 929252-65-3 is playing an increasingly important role.

Reference：
Patent; Beijing Konruns Pharmaceutical Co., Ltd.; Guangzhou ESA Biotech Co., Ltd.; YUN, Ziwei; WANG, Hongtao; EP2769976; (2014); A1;,
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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: To a solution of appropriate p-aminobenzaldehyde 1a-n (20 mmol) and cyanoacetamide (20 mmol) in ethanol (20 ml) a few drops of potassium hydroxide solution (10% in water) at 50 C was added. The solution was set aside for seven hours at room temperature. The precipitatewas filtered off and recrystallized from ethanol., 10338-57-5

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

Reference：
Article; Pietrzak, Marek; Bajorek, Agnieszka; Dyes and Pigments; vol. 96; 1; (2013); p. 63 – 70;,
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118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 8 1-t-butoxycarbonyl-4-(1-indolyl)-piperidine To a 0 C. methylene chloride (20 mL) solution of tert-butoxycarbonate (5.44 mmol) containing triethylamine (0.76 mL, 5.44 mmol) was added 4-(1-indolyl)-piperidine (1.09 g, 5.44 mmol). The reaction was brought to room temperature. After 4 hours, the reaction was quenched with sat NaHCO3, water (2 *), dried, filtered and concentrated. The residue was purified by flash chromatography eluding with methylene chloride to give the title compound 1.25 g (76% yield) as an oil which crystallized on standing.

118511-81-2, The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Step A Preparation of 1′-benzoyl-spiro[1,3-benzodithiole-2,4′-piperidine] 500 mgs (3.52 mmol) of 1,2-dimercaptobenzene and 610 mgs (3.00 mmol) of N-benzoyl-4-piperidone were stirred in CH2 Cl2 while anhydrous HCl gas was introduced Na2 SO4 (2 grams) was added and the mixture stirred 15 hours. The mixture was diluted with CH2 Cl2 filtered and washed with H2 O, and 10percent NaOH. The organics were dried (Na2 SO4) and concentrated to a solid (yield 740 mgs). ‘H NMR (CDCl3) delta:2.30 (bm, 4H); 3.5-4.0 (bd, 4H); 7.04 (m, 2H); 7.20 (m, 2H); 7.40 (m, 5H).

24686-78-0, As the paragraph descriping shows that 24686-78-0 is playing an increasingly important role.

Reference：
Patent; Merck & Co., Inc.; US5206240; (1993); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.92926-63-1,6-Chloro-1,2-dihydro-2-oxospiro[4H-3,1-benzoxazin-4,4′-piperidine],as a common compound, the synthetic route is as follows.

92926-63-1, Example 520 2-(5-{3-[6-chloro-1,2-dihydro-2-oxo-spiro[4H-3,1-benzoxazin-4,4′-piperidin]-1-yl]-propylidene}-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl)-propan-2-ol A solution of 6-chloro-1,2-dihydro-2-oxo-spiro[4H-3,1-benzoxazin-4,4′-piperidine] (Made by the procedure of Bock, et al. GB2,355,465, 0.25 g, 0.7 mmol) in isopropanol (5 mL) was treated with 2-[5-(3-Bromo-propylidene)-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cyclohepten-7-yl]-propan-2-ol (0.19 g, 0.50 mmol) and catalytic potassium iodide. The solution was stirred at 80 C. for 5 hr, and evaporated in vacuo. The residue was purified by reverse-phase preparative HPLC to yield 0.029 g (10%) of the title compound, 1H-NMR (CD3OD) delta: 1.50 (3H, s), 2.18 (2H, brs), 2.95-3.2 (6H, m), 5.30 (2H, brs), 6.18 (1H, t), 6.79(1H, m), 6.92 (1H, m), 7.12 (1H, m), 7.38 (2H, m), 7.48 (2H, m), 7.81 (2H, m), 8.31 (1H, m), 8.55 (1H, d). ESI-MS m/z: 546 [M+1].

The synthetic route of 92926-63-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Luly, Jay R.; Nakasato, Yoshisuke; Ohshima, Etsuo; Harriman, Geraldine C.B.; Carson, Kenneth G.; Ghosh, Shomir; Elder, Amy M.; Mattia, Karen M.; US2005/70549; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2905-56-8,1-Benzylpiperidine,as a common compound, the synthetic route is as follows.

In the reaction tube is sequentially added 1n (0.5 mmol, 88 mg), 2a (0.6 mmol, 90 mg), acetonitrile (3 ml), copper bromide (0.05 mmol, 11 mg) and di-tert-butyl peroxide (1 mmol, 183 mul), in air (1 atm) atmosphere at 60 C stirring reaction 24 h. Then add 10 ml saturated salt water quenching reaction, extracted with ethyl acetate (10 ml × 3), combined with the organic phase, dried with anhydrous sodium sulfate. Filtering, turns on lathe does, too separating by silica gel column (petroleum ether/ethyl acetate=5/1) to get the yellow solid product 3n (71 mg, 51%)., 2905-56-8

The synthetic route of 2905-56-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Henan Normal University; Fan Xuesen; Shi Xiaonan; Zhang Xinying; Chen Qian; (19 pag.)CN108516952; (2018); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.39514-19-7,Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.

Example 35(+/-)-cis-3-Butyl-4-(4-cyclohexyloxy-phenyl)-6-(3-methoxy-1-methyl-piperidin-4-ylmethoxy)-pyridazine dihydrochlorideTo a stirred suspension of 1 -benzyl -3-oxo-pi peri di n e-4-carboxyl i c acid ethyl ester hydrochloride salt (25 g) in EtOAc (500 mL) was added saturated sodium bicarbonate solution (200 mL) and continued stirring for 2 h. The organic layer was separated, dried over Na2S04, filtered and concentrated to provide ethyl 1 -benzyl-3-oxo-pi peri di ne-4-carboxyl ic acid ethyl ester (22.00 g). To a solution of ethyl 1-benzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester (22 g, 84.18 mmol) in EtOAc (75 mL) was added (Boc)20 (20.21 g, 92.59 mmol) followed by 10percent Pd-C (2.4 g) and the resultant reaction mixture was subjected to hydrogenation at 50 psi of hydrogen for 14 h. The catalyst was filtered by passing through a pad of celite, washed the celite pad with EtOAc (200 mL) and the combined filtrate was concentrated. The residue was purified by flash silica gel column chromatography by eluting with 0.5percent ethyl acetate in hexanes to provide ethyl 3-oxo- pi peri di ne- 1 , 4-d i carboxyl i c acid 1-tert-butyl ester 4-ethyl ester (34 g)., 39514-19-7

The synthetic route of 39514-19-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; TRANSTECH PHARMA, INC.; GOHIMUKKULA, Devi, Reddy; JONES, David; QABAJA, Ghassan; ZHU, Jeff, Jiqun; COOPER, Jeremy, T.; BANNER, William, Kenneth; SUNDERMANN, Kurt; BONDLELA, Muralidhar; RAO, Mohan; WANG, Pingzhen; GOWDA, Raju, Bore; ANDREWS, Robert, C.; GUPTA, Suparna; HARI, Anitha; WO2011/103091; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.873779-30-7,tert-Butyl 5-bromo-2-oxospiro[indoline-3,4′-piperidine]-1′-carboxylate,as a common compound, the synthetic route is as follows.

To R8, purchased from ACTIVATE (200 mg, 0.53 mmol) in DMF (4 mL) is added sodium hydride (60% dispersion in mineral oil, 31.5 mg, 0.79 mmol) under cooling to 0 C. and reaction mixture is stirred for further 30 minutes at r.t. Methyl iodide (36 muL, 0.58 mmol) is added and the reaction mixture is stirred for 40 minutes at r.t. The reaction mixture is diluted with water and extracted with ethyl acetate. The organic layer is washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo to provide R9. Yield 98%., 873779-30-7

The synthetic route of 873779-30-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; VINTONYAK, Viktor; GRAUERT, Matthias; GRUNDL, Marc; PAUTSCH, Alexander; (64 pag.)US2016/75704; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem