Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5166-67-6,Ethyl N-methylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

S -N-Boe -ethyl nlpeeotate (.) (0,7 g, 0.0041 mol) and aceiamide oxirne (0.75g, 0.0102 mol) were. dissolved in 30 mL teirahydrofuran. Sodium methoxide (l.lg, 0.0205 mol) was added and. the mixture was heated at reflux for 2 hours. The mixture was concentrated to remove THF and partitioned between water (25 mL) and dichloromethane ( I x 25 mL). The aqueous layer was extracted with an additional 2 x 25 mL dichioromethane. The combined organics were washed with I< 50 mL saturated, sodium chloride, and dried over Nag&O . The dried organics were evaporated to an oil. The residue was chromatogra;phed with 5 g silica gel, 5% raethano./ethyl acetate, to obtain 0.51 g of the tree base. Hydrochloric acid in ethanol (2.5 M) (1.6 mL, 0.01 1 mol) was added and the mixture was concentrated to dryness. Crystallization fromethanol/ 'IBE fforded 436 mg white solid. MB (ESI) mlz 182 [ +B]. hi NM (DMSO-46) 5 1.59-1.66 (m, I H), 1.8.8.- 1.98 (s, 2 H), 2.17-2.20 (d, 1H), 234 (s, 3 H), 2.77 (s, 3 H), 2.92- 2.95 (m, 1 H), 3.18-3.21 (m, 1 H% 337-3.47, (d, 1H), 3.60-3.78, (m, 2H). 5166-67-6, The synthetic route of 5166-67-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MITHRIDION, INC.; ABRAHAM, Brent, D.; COPP, Richard, R.; FARNHAM, James, G.; HANSON, Seth, A.; HENDRICKSON, Michael, L.; OCKULY, Jeffrey, C.; TWOSE, Trevor, M.; VERDONE, Melinda, L.; WO2012/33956; (2012); 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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

[REFERENCE EXAMPLE]The procedures for synthesizing 2-(2,2,6,6-tetramethylpiperidinylmethyl)phenylboronic acid used as a catalyst (hereinafter, written as the catalyst C) will be described below. This compound is a known compound. [0023] First, a flask was loaded with 2-bromobenzyl bromide (10 mmol), potassium carbonate (22 mmol), potassium iodide (11 mmol), 3-pentanone (20 mL) and 2,2,6,6-tetramethylpiperidine (22 mmol). The mixture was heated under reflux for 2 days. After being allowed to cool to room temperature, the mixture was filtered to remove the insolubles. The filtrate was washed with water 2 times, and the aqueous phases were each extracted with chloroform. The organic phases were combined together, dried with sodium sulfate, and concentrated under reduced pressure. The resultant crude product was purified by column chromatography (NH silica gel, hexane), thereby obtaining the target amine compound, namely, 1-bromo-2-(2,2,6,6-tetramethylpiperidinylmethyl)benzene in 92% yield.

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

Reference：
Patent; National University Corporation Nagoya University; ISHIHARA, Kazuaki; SAKAKURA, Akira; EP2816026; (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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.

768-66-1, General procedure: To an oven-dried round-bottom flask with a stir bar were charged with a solution of secondary amines 2 (1.5 mmol) in 1 mLdry THF at room temperature under an argon atmosphere. To thissolution was slowly added 1.2 mL nBuLi (2.5 mol/L in n-hexane,3.0 mmol) via syringe. After stirring at 25 C for 10 min, a solution of fluoroarene 1 (1.0 mmol) in 1mL dry THF was added to the reaction flask. The reaction mixture was stirred for 0.5 h at 25 C, and then quenched with 2 mL saturated aqueous solution of NaCl and extracted with H2O (20 mL) and ethyl acetate (3 20 mL). The organic layer was separated and dried with anhydrous Na2SO4, filtered, and evaporated under vacuum. The crude product was purified by column chromatography on silica gel using a petroleum ether/ethyl acetate mixture as eluent to afford the pure target compounds.

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

Reference：
Article; Lin, Yingyin; Li, Meng; Ji, Xinfei; Wu, Jingjing; Cao, Song; Tetrahedron; vol. 73; 11; (2017); p. 1466 – 1472;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

19365-08-3, 3-Hydroxypiperidin-2-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Potassium carbonate or caesium carbonate (1.5-2.5 eq.) was baked in a reaction vessel under reduced pressure. It was cooled to RT and flooded with argon. Palladium acetate (0.1-0.36 eq.), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (Xantphos, 0.18-0.36 eq.) and dioxane (0.04-0.12M) were added, and the suspension was degassed in an argon stream at room temperature for 10 min. Subsequently, the appropriate amide (1.0-1.2 eq.) and the appropriate 7-chloro-4-oxo-1,4-dihydro-1,8-naphthyridine (1.0 eq.) were added. The mixture was stirred at 80-110 C. for 1 h (or until conversion was complete by analytical HPLC or thin-layer chromatography with appropriate eluent mixtures). The mixture was cooled to RT and all volatile components were removed under reduced pressure, or alternatively the reaction mixture was poured into water, the pH was adjusted to pH 1 with 1M aqueous hydrochloric acid, the mixture was extracted with ethyl acetate, the combined organic phases were washed with saturated aqueous sodium chloride solution, dried over magnesium sulphate and filtered, and the solvent was removed under reduced pressure. The crude product was then purified either by normal phase chromatography (eluent: cyclohexane/ethyl acetate mixtures or dichloromethane/methanol mixtures) or preparative RP-HPLC (water/acetonitrile gradient). According to GP2, 150 mg (273 mumol, 96% purity) of the compound from Example 73A were reacted with 31.4 mg (273 mumol) of 3-hydroxy-2-piperidone in the presence of 56.5 mg (409 mumol) of potassium carbonate, 6.1 mg (27 mumol) of palladium(II) acetate and 32 mg (55 mumol) of Xantphos in 2.7 ml of dioxane. The residue was purified by flash chromatography (cyclohexane/ethyl acetate gradient) and preparative HPLC (column: Chromatorex C18, 10 mum, 125*30 mm, solvent: acetonitrile/0.05% formic acid gradient (0 to 3 min 10% acetonitrile, to 35 min 90% acetonitrile and for a further 3 min 90% acetonitrile). 69.8 mg (42% of theory, 100% purity) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=11.29 (d, 1H), 8.88 (s, 1H), 8.70 (d, 1H), 8.19-8.10 (m, 1H), 7.93-7.77 (m, 1H), 7.67-7.48 (m, 5H), 7.40-7.31 (m, 1H), 6.53-6.42 (m, 1H), 5.53-5.46 (m, 1H), 4.27-4.18 (m, 1H), 3.71-3.59 (m, 1H), 3.54-3.41 (m, 1H), 2.12-2.02 (m, 1H), 1.84-1.73 (m, 2H), 1.71-1.58 (m, 1H). LC-MS (Method 3): Rt=2.18 min; 607 [M+H]+. 58 mg of the title compound (racemic diastereomer mixture) were separated into the enantiomeric diastereomers by chiral HPLC (preparative HPLC: column: Chiralcel OZ-H 5 mum 250×20 mm; eluent: 75% ethanol, 25% isohexane; temperature: 40 C.; flow rate: 15 ml/min; UV detection: 220 nm). This gave (in the sequence of elution from the column) 14 mg of diastereomer 1 (enantiomer A) (99% de) Rt=6.63 min, 12 mg (99% de) of diastereomer 2 (enantiomer A) Rt=7.71 min, 11 mg (99% de) of diastereomer 1 (enantiomer B) Rt=12.9 min, and 18 mg (99% de) of diastereomer 2 (enantiomer B) Rt=18.3 min. [Analytical HPLC: column: Chiralcel OZ-H 5 mum 250×4.6 mm; eluent: 75% ethanol, 25% isohexane; temperature: 40 C.; flow rate: 1 ml/min; UV detection: 220 nm] Diastereomer 1 (enantiomer A) was additionally purified by means of preparative HPLC (column: Chromatorex C18, 10 mum, 125×30 mm, solvent: acetonitrile/0.05% formic acid gradient; (0 to 3 min. 10% acetonitrile to 35 min. 90% acetonitrile and a further 3 min. 90% acetonitrile)), and 10.4 mg (6.2% of theory, 99% purity) of the title compound from Example 207 were obtained. Diastereomer 2 (enantiomer A) was additionally purified by means of preparative HPLC (column: Chromatorex C18, 10 mum, 125×30 mm, solvent: acetonitrile/0.05% formic acid gradient; (0 to 3 min. 10% acetonitrile to 35 min. 90% acetonitrile and a further 3 min. 90% acetonitrile)), and 8.4 mg (5% of theory, 99% purity) of the title compound from Example 208 were obtained. Diastereomer 1 (enantiomer B) was additionally purified by means of preparative HPLC (column: Chromatorex C18, 10 mum, 125×30 mm, solvent: acetonitrile/0.05% formic acid gradient; (0 to 3 min. 10% acetonitrile to 35 min. 90% acetonitrile and a further 3 min. 90% acetonitrile)), and 8.7 mg (5% of theory, 99% purity) of the title compound from Example 209 were obtained. Diastereomer 2 (enantiomer B) was additionally purified by means of preparative HPLC (column: Chromatorex C18, 10 mum, 125×30 mm, solvent: acetonitrile/0.05% formic acid gradient; (0 to 3 min. 10% acetonitrile to 35 min. 90% acetonitrile and a further 3 min. 90% acetonitrile)), and 11.4 mg (6.8% of theory, 99% purity) of the title compound from Example 210 were obtained. Example 207 N-[(1R)-1-(2-Chlorophenyl)-2,2,2-trifluoroethyl]-1-(2,4-difluorophenyl)-7-[3-hydroxy-2-oxopiperidin-1-yl]-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide (diastereomer 1, enantiomer A) 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=11.29 (d, 1H), 8.88 (s, 1H), 8.70 (d, 1H), 8.18-8.11 (m, 1H), 7.92-7.77 (m, 1H), 7.67-7.48 (m, 5H), 7.40-7.31 (m, 1H), 6.53-6.43 (m,…

19365-08-3, 19365-08-3 3-Hydroxypiperidin-2-one 264990, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Bayer Pharma Aktiengesellschaft; TELLER, Henrik; STRAUB, Alexander; BRECHMANN, Markus; MUeLLER, Thomas; MEININGHAUS, Mark; NOWAK-REPPEL, Katrin; TINEL, Hanna; MUeNTER, Klaus; FLIEGNER, Daniela; MONDRITZKI, Thomas; BOULTADAKIS ARAPINIS, Melissa; MARQUARDT, Tobias; VAKALOPOULOS, Alexandros; REBSTOCK, Anne-Sophie; WITTWER, Matthias Beat; (342 pag.)US2018/297994; (2018); A1;,
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

General procedure: The alcohol (1.0 equiv.) was dissolved in CH2Cl2 at room temperature.The solution was stirred, and isocyanate (1.2 equiv.) wasadded, followed by 4-DMAP (0.1 equiv.). After 24 h, the solvent wasevaporated and the crude product was purified by flash columnchromatography., 14813-01-5

14813-01-5 1-Benzylpiperidin-3-ol 85773, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; ?akelj, Simon; Brazzolotto, Xavier; Gobec, Stanislav; Juki?, Marko; Knez, Damijan; Ko?ak, Urban; Kos, Janko; Nachon, Florian; Pi?lar, Anja; Stra?ek, Nika; Zahirovi?, Abida; European Journal of Medicinal Chemistry; vol. 197; (2020);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

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-2-[(trifluoromethyl)oxy]benzenesulfonyl chloride (1 .019 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 /’so-hexanes (3 column volumes), a gradient from 60 – 100% EtOAc (over 9 column volumes) then EtOAc (3 column volumes) to yield 7-({4-bromo-2-[(trifluoromethyl)oxy]phenyl}sulfonyl)-2,7-diazaspiro[4.5]decan-1 -one (0.936 g, 2.047 mmol, 68% yield) as a white solid. 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .60 – 1 .82 (m, 4 H) 1.99 – 2.09 (m, 1 H) 2.43 (ddd, J=13.17, 8.18, 4.80 Hz, 1 H) 2.55- 2.65 (m, 1 H) 2.72 (dd, J=12.30, 0.96 Hz, 1 H) 3.30 – 3.46 (m, 2 H) 3.57 (dt, J=12.28, 1 .92 Hz, 1 H) 3.89 (ddd, J=12.32, 3.85, 1.81 Hz, 1 H) 5.68 (br. s., 1 H) 7.51- 7.59 (m, 2 H) 7.83 (d, J=8.71 Hz, 1 H). MS ES+ve m/z 459 (M+H)., 1187173-43-8

The synthetic route of 1187173-43-8 has been constantly updated, and we look forward to future research findings.

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

297172-16-8, (4-Methylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of TEA (6 mmol) and Boc20 (5 mmol) in DCM (40 mL) was added A14/15/16 (4.2 mmol), and stirred at rt overnight. The mixture was washed with IN HC1, NaHC03 and brine, dried over Na2S04, and concentrated in vacuo. The residue was purified through column chromatography to give the desired product.

297172-16-8, The synthetic route of 297172-16-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVIRA THERAPEUTICS, INC.; HARTMAN, George D.; FLORES, Osvaldo A.; WO2013/96744; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

297172-16-8, (4-Methylpiperidin-4-yl)methanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 37 4-Hydroxymethyl-4-methyl-piperidine-1-carboxylic acid (7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-yl)-amide Using 7-[1,4]dioxepan-6-yl-4-methoxy-benzothiazol-2-ylamine, phenyl chloroformate and 4-hydroxymethyl-4-methyl-piperidine, the title compound was prepared as light brown powder. MS: m/e=436(M+H+)., 297172-16-8

297172-16-8 (4-Methylpiperidin-4-yl)methanol 22507737, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/235915; (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.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 8 (1 mmol), aromatic aldehyde (1 mmol) and piperdine (2 equiv.) in isopropyl alcohol was refluxed for 4-5 h. After completion of the reaction as seen from the TLC, (eluent 7:3 /hexane:ethyl acetate) the mixture was allowed to cool to room temperature. Then the reaction mixture was poured onto ice-water and neutralized with dilute HCl. The precipitated solid was filtered, washed with water and dried under vacuum.

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; Ponnuchamy, Singanan; Kanchithalaivan, Selvaraj; Ranjith Kumar, Raju; Ashraf Ali, Mohamed; Soo Choon, Tan; Bioorganic and Medicinal Chemistry Letters; vol. 24; 4; (2014); p. 1089 – 1093;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

71985-80-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.71985-80-3,1-Methylpiperidine-4-carboxylic acid hydrochloride,as a common compound, the synthetic route is as follows.

N-Methylisonipecotic acid hydrochloride (0.5 g) was dissolved in dry SOCl2 (1.5 mL) The mixture was then heated at 80 C. for 2 hours under argon. Cooling and evaporation to dryness afforded a yellow solid which was used without further purification.

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

Reference：
Patent; LaVoie, Edmond J.; Parhi, Ajit; Pilch, Daniel S.; Zhang, Yongzheng; Kaul, Malvika; US2015/133465; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem