Tag: M.W:100-200

4629-80-5, 1,3-Dimethylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. Preparation of the Piperidinol The 3-bromo-i-propoxybenzene (200 g, 0.08703 mol) was combined with THF (tetrahydrofuran) (540 ml) under nitrogen and cooled to about -75 C. n-Butyllithium (565 ml, 0.8306 mol) was added dropwise while maintaining the mixture at less than -70 C. After 2 hours 1,3-dimethyl-4-piperidone (106.7 g, 0.8389 mol) was added while maintaining the temperature of the mixture between -80 C. and -70 C. After stirring for 2 hours at -70 C., the reaction mixture was then added to 6N HCl (280 ml) while maintaining the temperature at 20-25 C. The pH was adjusted to 1 with 12 N HCl. The aqueous layer was isolated and heptane (320 ml) was added to it along with 50% NaOH (48 ml, to pH of 13-14). The resulting mixture was allowed to stand overnight. The mixture was heated to 45-50 C. and the upper layer was separated. The remaining aqueous layer was extracted with heptane (320 ml) at 45-50 C. The combined organic fractions were washed with de-ionized water (120 ml) at 45-50 C. The resulting organic layer was vacuum distilled at a pot temperature of about 55 C. at 100 mmHg to remove part of the heptane. Crystallization from heptane provided 151.8 g of the named product. Melting point 75.0-76.0 C. Analysis: Calc. for (C16 H25 NO2): C, 72.97; H, 9.57; N, 5.32. Found: C, 72.87; H, 9.56; N, 5.25., 4629-80-5

The synthetic route of 4629-80-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US5136040; (1992); 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.3612-20-2,1-Benzylpiperidin-4-one,as a common compound, the synthetic route is as follows.

Reference Example 6 4-Methylamino-1-(phenylmethyl)piperidine (Reference compound No. 6-1) A solution of 1-phenylmethyl-4-piperidone (20.0 g) and methylamine hydrochloride (35.7 g) in isopropanol (270 ml) is cooled with ice. A solution of sodium methoxide (28.5 g) in methanol (120 ml) is added dropwise thereto, and the mixture is stirred for two hours. Then, sodium hydroxide (7.00 g) is added thereto, temperature is raised to room temperature, and the whole is stirred for one hour. The reaction mixture is cooled with ice again, sodium borohydride (5.40 g) is added thereto, and the whole is stirred for 1.5 hours. Insoluble matters are filtered out, and the filtrate is concentrated under reduced pressure. Water is added to the residue, and the whole is extracted with diethyl ether. The extract is washed with saturated brine and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give 11.8 g of the titled compound as an oily matter. IR(Film,cm-1): 3284,2936,2796,1994,791,739., 3612-20-2

As the paragraph descriping shows that 3612-20-2 is playing an increasingly important role.

Reference：
Patent; Santen Pharmaceutical Co., Ltd.; US6410576; (2002); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3,71985-80-3, 1-Methylpiperidine-4-carboxylic acid hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 91 (0.5 g, 4.1 mmol) in DMF (37 mL) was added diisopropylethylamine (2.54 mL, 14.6 mmol) 92 (0.5 g, 4.1 mmol) and PyBOP (2.53 g, 4.87 mmol). The mixture was stirred at rt for 17 h, TLC (MeOH) showed two major components. The reaction solution was diluted with water and the aquesous layer was extracted with EtOAc. The organic extracts were combined, dried (MgSO4), filtered and concentratetd in vacuo to afford an oil. The crude was purified by flash column chromatography to afford 93 (0.9 g, 90%).

71985-80-3 1-Methylpiperidine-4-carboxylic acid hydrochloride 2760043, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); 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

Reference Example 11 : 3-(Pyridin-3′-carbonylamino)tetrahydropyridin-2- one:; Oxalyl chloride (20 mmol) was added to a solution of nicotinic acid (10 mmol) in DCM (40 mL), along with one drop of catalytic DMF. The reaction mixture was stirred for 16 h and then the solvent was removed under high vacuum. The resulting crystals were dissolved in DCM (10 mL). In a separate flask, 3- aminotetrahydropyridin-2-one hydrochloride (10 mmol) and 2C03 (30 mmol) were added to water (30 mL) and stirred, giving a solution to which the acid chloride solution was added. The reaction was worked-up as above to give the product (0.10 g, 5percent):Vmax cm”‘ 3257 (N-H, amide), 1642, 1541 (secondary CONH, lactam, NH), 1591 , 1479 (aromatic pyridine ring). NMR: deltaEta (400MHz, CDC13) 9.03 (I H, d, J 2.0, 2′-aryl CH), 8.71 (I H, dd, J 5.0, 1.5, 6′-aryl CH), 8.12 (I H, dt, J 8.0, 2.0, 4′-aryl CH), 7.36 (IH, dd, J 8.0, 5.0, 5’-aryl CH), 7.27 (I H, br d, J2.0, C5H4N-CONH), 5.91 (IH, br s, CONH-CH2), 4.45 (IH, dt, J 1 1.0, 5.5, CH-CO), 3.44-3.32 (2H, m, CH2NH), 2.72 (IH, dt, J 14.5, 4.5, NHCH- C 2), 2.06-1.93 (2H, m, lactam CH2), 1.70-1.54 (I H, m, lactam CH2).13C NMR: 6c (100MHz, CDC13) 171.8 (lactam C=0), 166.0 (aryl C=0), 152.5 (aryl N- CH), 148.6 (aryl N-CH), 135.3 (ortho-C(-C )), 133.4 (ipso-C), 123.6 (meta-C), 51.2 (CH-CO), 42.0 (CH2-NH), 27.3 (lactam CH2), 21.3 (lactam CH2). HRMS (+ESI) C, ,H 13N302 + H+: calcd 220.1081 ; found 220.1085., 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; CAMBRIDGE ENTERPRISE LIMITED; FUNXIONAL THERAPEUTICS LIMITED; GRAINGER, David, John; FOX, David John; WO2011/154696; (2011); 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.53617-36-0,1-Methyl-4-(piperidin-4-yl)piperazine,as a common compound, the synthetic route is as follows.,53617-36-0

(Example 92) N-(2,5-Difluoro-4-{[2-({[4-(4-methylpiperazin-1-yl)piperidin-1-yl]carbonyl}amino)pyridin-4-yl]oxy}phenyl)-N’-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide N-{4-[(2-Aminopyridin-4-yl)oxy]-2,5-difluorophenyl}-N’-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide (104.0 mg) was dissolved in tetrahydrofuran (1 ml) under a nitrogen atmosphere, and triethylamine (0.0653 ml) and phenyl chloroformate (0.0646 ml) were added dropwise at 0 °C in this order, followed by stirring for 30 min. The reaction mixture was stirred after addition of ethyl acetate (5 ml) and a saturated aqueous solution of sodium hydrogencarbonate (5 ml). The organic layer was separated, washed with brine, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. The residue was dissolved in N,N-dimethylformamide (1.0 ml). I-Methyl-4-(piperidin-4-yl)piperazine (172.0 mg) was added at room temperature, followed by stirring at 20 hr and 40 min. The reaction mixture was partitioned between ethyl acetate (10 ml) and a saturated aqueous solution of sodium hydrogencarbonate (5 ml). The organic layer was washed with brine, and dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure. To the resultant residue were added ethyl acetate (5 ml) and heptane (5 ml) to precipitate a solid. The solid was collected by filtration. The resultant solid was washed with heptane:ethyl acetate = 1:1, and dried under aeration to provide the titled compound as white powder (89.2 mg, 59 percent). 1H-NMR Spectrum (DMSO-d6) delta (ppm): 1.12-1.32 (2H, m), 1.55-1.67 (4H, m), 1.67-1.74 (2H, m), 2.12 (3H, s), 2.20-2.65 (7H, m), 2.65-2.80 (4H, m), 4.05-4.15 (2H, m), 6.63 (1H, dd, J = 2.4, 5.6 Hz), 7.18 (2H, m), 7.39 (1H, d, J = 2.4 Hz), 7.52-7.62 (3H, m), 8.05-8.15 (1H, m), 8.13 (1H, d, J = 5.6 Hz), 9.24 (1H, s), 9.80 (1H, m), 10.99 (1H, m). ESI-MS (m/z): 652 [M+H]+.

53617-36-0 1-Methyl-4-(piperidin-4-yl)piperazine 795707, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Eisai R&D Management Co., Ltd.; EP1889836; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4629-78-1, 3-Methylpiperidin-4-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

methyl 6-r(1-methylethyl)sulfonyll-3-r(3-methyl-4-oxo-1-piperidinyl)methyll-2-r3- (trifluoromethyl)phenyll-4-quinolinecarboxylateA suspension of methyl 3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (1.25 g, 2.77 mmol), V-bromosuccinimide (0.641 g, 3.60 mmol), and benzoyl peroxide (0.067 g, 0.277 mmol) in carbon tetrachloride (27 ml) was heated to 100C for 19 h. The mixture was cooled to room temperature, and the solvent was removed under reduced pressure. The residue was suspended in acetonitrile (20 mL), and 3-methyl-piperidin-4-one hydrochloride (0.497 g, 3.32 mmol) and A/, V-diisopropylethylamine (1.209 mL, 6.92 mmol) were added. The mixture was stirred at room temperature for 22 h. The solvent was removed under reduced pressure, and the residue was diluted with 10% Na2C03. The aqueous mixture was extracted with ethyl acetate (2 x 25 mL). The combined organic extracts were dried over Na2S04, filtered, and concentrated in vacuo. The crude residue was loaded onto florisil and purified using silica gel chromatography (ISCO, 12 g silica, 5-40% ethyl acetate/hexanes, 12 g silica) to afford methyl 6-[(1-methylethyl)sulfonyl]-3-[(3-methyl-4-oxo-1-piperidinyl)methyl]-2-[3- (trifluoromethyl)phenyl]-4-quinolinecarboxylate (1.24 g, 76% yield). 1H NMR (400 MHz, DMSO- d6) 58.35 – 8.41 (m, 2H), 8.22 (dd, J = 2.01 , 8.81 Hz, 1 H), 8.03 (s, 1 H), 7.93 (t, J = 8.94 Hz, 2H), 7.75 – 7.82 (m, 1 H), 4.08 (s, 3H), 3.82 (s, 2H), 3.65 (quin, J = 6.74 Hz, 1 H), 2.87 (dd, J = 5.04, 10.07 Hz, 2H), 2.22 – 2.47 (m, 3H), 2.06 (d, J = 13.60 Hz, 1 H), 1.92 – 2.01 (m, 1 H), 1.23 (s, 3H), 1.21 (s, 3H), 0.77 (d, J = 6.55 Hz, 3H); MS (m/z) 563.1 (M+H+)., 4629-78-1

The synthetic route of 4629-78-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl, A.; CHEUNG, Mui; EIDAM, Hilary, S.; FOX, Ryan, M.; HILFIKER, Mark, A.; MANAS, Eric, S.; YE, Guosen; WO2011/119701; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,7-Diazaspiro[4.5]decan-1 -one hydrogen chloride (80 mg, 0.420 mmol) was dissolved in dichloromethane (4 ml_). Then, triethylamine (0.1 17 ml_, 0.839 mmol) was added followed by 4-[(trifluoromethyl)oxy]benzenesulfonyl chloride (0.078 ml_, 0.462 mmol). After stirring for 20 h the reaction mixture was concentrated in vacuo and the resulting residue was purified by MDAP to give 7-({4-[(trifluoromethyl)oxy]- phenyl}sulfonyl)-2,7-diazaspiro[4.5]decan-1 -one (93 mg, 0.241 mmol, 57% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1.34 – 1 .47 (m, 2 H) 1.51 – 1 .64 (m, 1 H) 1.66 – 1.73 (m, 1 H) 1.90 – 1 .99 (m, 1 H) 2.00 – 2.08 (m, 1 H) 2.18 – 2.26 (m, 2 H) 3.19 (t, J=6.91 Hz, 2 H) 3.30 (s, 1 H) 3.62 (d, J=1 1 .35 Hz, 1 H) 7.64 (dd, J=8.85, 0.90 Hz, 2 H) 7.76 (s, 1 H) 7.86 – 7.90 (m, 2 H). MS ES+ve m/z 379 (M+H)., 1187173-43-8

1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); 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.53617-36-0,1-Methyl-4-(piperidin-4-yl)piperazine,as a common compound, the synthetic route is as follows.

6m) (R)-1-(8-methyl-2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-2-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate A solution of 80 mg (0.16 mmol) (R)-1-carboxy-2-(8-methyl-2,3-dihydro-1,4-benzodioxin-6-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 51 mg (0.16 mmol) TBTU, 42 muL (0.30 mmol) triethylamine and 29 mg (0.16 mmol) 1-methyl-4-piperidin-4-yl-piperazine in 1 mL DMF was stirred overnight at RT. The reaction mixture was purified by HPLC, the fractions containing the product were combined and lyophilised. Yield: 60 mg (57percent of theory) ESI-MS: (M+H)+=675 retention time (HPLC): 5.0 min (method A), 53617-36-0

The synthetic route of 53617-36-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/256099; (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: 1-(4-(1H-imidazol-1-yl)phenyl)ethan-1-one (1) (0.316 g, 0.0017 mol) and appropriate 4-substitutedbenzaldehydes (2a-2o) derivatives (0.0017 mol) in methanol were stirred for 10 h in the presence ofpotassium hydroxide. The precipitated product was washed with water, dried, and recrystallizedfrom ethanol., 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; Osmaniye, Derya; Avu?o Glu, Bet l Kaya; Sa gl?k, Beg m Nurpelin; Levent, Serkan; Acar evik, Ulviye; Atl?, Zlem; Zkay, Yusuf; Kaplanc?kl?, Zafer As?m; Molecules; vol. 23; 4; (2018);,
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, (122-1) Under nitrogen atmosphere, a solution of 2,2,6,6-tetramethylpiperidine (1.87 g) in THF (30 mL) was cooled to -78C, and thereto was added dropwise a 1.5N solution of n-BuLi in n-hexane (8.85 mL), and the mixture was stirred at -78C for 5 minutes, and stirred at -30C for 5 minutes. Then, the mixture was cooled to -78C, and thereto was added dropwise a solution of 1-(phenylsulfonyl)pyrrole (2.50 g) in THF (20 mL). The mixture was stirred at -78C for 45 minutes, and thereto was added dropwise a solution of methyl telephthalaldehyde (2.38 g) in THF (20 mL), and the mixture was further stirred at -78C for 1.5 hour. To the mixture was added drowpise aqueous NH4Cl solution, and the mixture was warmed to room temperature. The mixture was extracted with ethyl acetate, and the organic layer was washed with a 2.5N aqueous hydrochloric acid solution and NaHCO3, and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate = 4/1? 3/1) to give methyl 4-{hydroxy[1-(phenylsulfonyl)-1H-pyrrol-2-yl]methyl}benzoate (3.67 g, 82 %). 1H NMR (CDCl3, 400MHz) delta 7.94 (d, 2H, J=8.4Hz), 7.73 (d, 2H, J=8.4Hz), 7.63 (m, 1H), 7.49 (m, 2H), 7.34 (dd, 1H, J=3.3, 1.8Hz), 7.31 (d, 2H, J=8.4Hz), 6.21 (dd, 1H, J=3.3, 3.3Hz), 6.11 (d, 1H, J=4.6Hz), 5.77 (m, 1H), 3.92 (s, 3H), 3.33 (d, 1H, J=4.6Hz).

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

Reference：
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1479384; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem