Category: piperidines

3612-20-2, 1-Benzylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Butyrylfentanyl was synthesized accordingto the method of Siegfried.8) Briefly, 1-(2-phenylethyl)-4-piperidone was condensed with aniline in the presence of4 A molecular sieves. The product was reduced using sodium borohydride to obtain N-phenyl-1-(2-phenylethyl)-4-piperidinamine(despropionylfentanyl). Despropionylfentanyl was butyrylated using butyric anhydride to give butyrylfentanyl. The butyrylfentanyl free base was converted to the hydrochloride salt by the addition of concentrated hydrochloric acid-methanol(1 : 9), then the hydrochloride salt was precipitated by the addition of diethylether to obtain butyrylfentanyl hydrochloride as a white powder., 3612-20-2

The synthetic route of 3612-20-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Kanamori, Tatsuyuki; Iwata, Yuko Togawa; Segawa, Hiroki; Yamamuro, Tadashi; Kuwayama, Kenji; Tsujikawa, Kenji; Inoue, Hiroyuki; Biological and pharmaceutical bulletin; vol. 42; 4; (2019); p. 623 – 630;,
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, (122-1) Under nitrogen atmosphere, a solution of 2,2,6,6-tetramethyl-piperidine (1.87 g) in THF (30 mL) was cooled to -78 C., and thereto was added dropwise a 1.5N solution of n-BuLi in n-hexane (8.85 mL), and the mixture was stirred at -78 C. for 5 minutes, and stirred at -30 C. for 5 minutes. Then, the mixture was cooled to -78 C., and thereto was added dropwise a solution of 1-(phenylsulfonyl)pyrrole (2.50 g) in THF (20 mL). The mixture was stirred at -78 C. 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 -78 C. 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, 400 MHz) delta 7.94 (d, 2H, J=8.4 Hz), 7.73 (d, 2H, J=8.4 Hz), 7.63 (m, 1H), 7.49 (m, 2H), 7.34 (dd, 1H, J=3.3, 1.8 Hz), 7.31 (d, 2H, J=8.4 Hz), 6.21 (dd, 1H, J=3.3, 3.3 Hz), 6.11 (d, 1H, J=4.6 Hz), 5.77 (m, 1H), 3.92 (s, 3H), 3.33 (d, 1H, J=4.6 Hz).

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Tokunaga, Teruhisa; Hume, William Ewan; Kitoh, Makoto; Nagata, Ryu; US2003/181496; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

85908-96-9, N-Boc-2-Piperidone is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tert-butyl 2-oxopiperidine-1-carboxylate (8.22 g, 41.3 mmol) was dissolved in dry tetrahydrofuran (80 mL) and the system was cooled to -78 C. LiHMDS (1.0 M in THF, 103 mL, 103 mmol) was added dropwise under nitrogen atmosphere. After stirring for a further 20 minutes, 3-bromoprop-1-ene (10.7 mL, 124 mmol) was added. The resulting reaction mixture was stirred at this temperature for 15 minutes. The reaction mixture was then cooled to room temperature and quenched by addition of water (15 mL). The reaction mixture was concentrated under reduced pressure. The resulting residue was diluted with water (30 mL) and extracted with ethyl acetate (50 mL x 3). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (EtOAc / PE (v / v) = 1/50) to give the title compound as a yellow oil (3.95 g, 35%).

85908-96-9, 85908-96-9 N-Boc-2-Piperidone 7577838, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Hu Haiyang; Wang Tingjin; (91 pag.)CN104672250; (2017); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5, Piperidin-1-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3; 2-(1 -hvdroxypiperidin-2-yl)-5, -dimethylcvclohexane-1 ,3-dione:; A mixture of N-hydroxypiperidine (1 .01 g, 10 mmol), azodicarbonamide (1 .39 g, 12 mmol) and methanol (10 ml) was heated to reflux for 50 minutes. During this period the solid, initially orange in colour, changed into a whitish precipitate. After cooling to ambient temperature, said precipitate was separated by suction and washed twice with methanol (2 x 5 ml). All the methanol fractions were combined and under agitation 5, 5-dimethylcyclohexane-1 ,3-dione (10 mmol) was added. After 10 minutes, the methanol was removed under vacuum (water bath temperature 50QC) to give a crude compound of formula (3). This crude compound was dissolved in a methanol solution (15 ml) containing acetyl chloride (0.86 g, 1 1 mmol). The methanol was removed under vacuum and the residue of formula (3) in hydrochloride form was ground in acetone.Yield: 62%Formula: C13H22CINO3MW: 275.8 g/molAcid dissociation constants: pKai = 3.47, pKa2 = 6.92 m.p.: 174.5-175.5QC1H-NMR (DMSO-c/e): delta 0.98 (6H, s), 1.48 (1H, m), 1.66 (2H, d, J=12.5 Hz), 1.83 (2H, broad s), 1.94-2.07 (1H, m), 2.33 (4H, broad s), 3.23 (1H, broad s), 3.67 (1H, d, J=11.0 Hz), 4.36 (1 H, d, J=11.5 Hz), 10.93 (1 H, broad s), 11.32 (1 H, broad s). 13C-NMR (DMSO-c/e): delta 21.9, 23.6, 27.9, 28.7, 32.0, 46.2 (broad), 59.4, 64.4, 107.4.

4801-58-5, 4801-58-5 Piperidin-1-ol 20935, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ABIOGEN PHARMA S.p.A.; NAPOLITANO, Elio; BASAGNI, Simone; TRASCIATTI, Silvia; WO2011/76930; (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.72752-52-4,2-Piperidinobenzonitrile,as a common compound, the synthetic route is as follows.

72752-52-4, To a well stirred suspension of magnesium turnings (67.7 g, 2.80 mol) in THF (30 mL), benzyl chloride (l mL) and catalytic amount of iodine was added at 25-30 C. The contents were stirred for 30 min at 35-40 C. Thereafter, a solution of benzyl chloride (306.0 g, 2.40 mol) dissolved in a mixture of THF (150 mL) and toluene (450 mL) was added, mainraining the intemal temperature of reaction mixture in between 35-45 C. Stirred the reaction mixture for another 2h at 35-40 C and cooled to 25-30 C. Thereafter a solution of nitrile 4 (150,0 g, 0.80 mol) dissolved in THF (150 mL) and toluene (450 mL) was added at 25-45 C. The reaction mixture was cooled to 25-30 C and stirred for 16 h at 25-30 C. The above suspension was added over a mixture of aqueous NH4CI (25% wlw, 600 mL) and aqueous ammonia (300 mL) at 5-15 C. The inorganics were removed through filtration and washed with water (250 mL). The organic layer was separated and concentrated under vacuum to obtained 9 (204.4 g).

As the paragraph descriping shows that 72752-52-4 is playing an increasingly important role.

Reference：
Article; Sundaram, Dhanraj T. S. S.; Mitra, Jayati; Rajesh; Islam, Aminul; Prabahar, Koilpillai Joseph; Rao, Battula Venkateswara; Douglas, Sanasi Paul; Synthetic Communications; vol. 45; 18; (2015); p. 2092 – 2098;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

Procedure J Example 90: N-{4-[1,3-benzoxazol-2(3H)-ylidene(cyano)methyl]-2-pyrimidinyl}-2- METHYL-4-PIPERIDINECARBOXAMIDE To a suspension of (2-AMINO-4-PYRIMIDINYL) (1, 3-benzoxazol-2 (3H)-YLIDENE) ethanenitrile (100.00 mg; 0.40 mmol), 1-METHYL-PIPERIDINE-4-CARBOXYLIC acid HCl (107.25 MG ; 0.60 mmol) and 2-CHLORO-1-METHYLPYRIDINIUM iodide (203.37 MG ; 0.80 mmol) in THE (4.00 ML) was added DIEA (0.34 ML ; 1.99 mmol) and the resulting suspension was heated up to 150C under microwave conditions during 900s (normal absorption, 9 bar). After ON standing at 4C, the precipitate formed was filtered off and washed thoroughly with THE then water. After drying at 40C for 2 days, the solid was taken up in DCM to which TFA was added Ether in excess was added and the precipitate obtained was filtered off and washed with ether (3x) then dried under vacuum at 40C. The solid was purified by preparative HPLC to afford after lyophilisation the title compound as a yellow fluffy solid (19%). 1H NMR (METHANOL-D4) 5 : 8.15-7. 95 (m, 1H), 7.47-7. 10 (m, 4H), 6. 83-6. 65 (m, 1H), 3.65- 3. 30 (m, 4H), 3. 16-3. 08 (m, 3H), 3.07-2. 90 (M, 1H), 2.42-1. 90 (M, 4H) M (ES): 375.1 ; M+(ES) : 377.1 ; HPLC (max plot) 98. 1% ; Rt : 2. 00min.

71985-80-3, The synthetic route of 71985-80-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2005/26159; (2005); 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.223632-64-2,1-(3-Chloro-4-fluorobenzoyl)piperidin-4-one,as a common compound, the synthetic route is as follows.

To a solution of 1-[(3-chloro-4-fluorophenyl) carbonyl] piperidin-4-one [Example 1, Step 2] (2 g, 7.8 mmol, 1.00 equiv) in dichloromethane (20 mL) was added sodium hydroxide (30.5% in H2O) (5.4 mL, 7.00 equiv), TBAC (108 mg, 0.38 mmol, 0.05 equiv) and 2-chloroacetonitrile (1.18 g, 15.6 mmol, 2.00 equiv) at 0 C. The reaction solution was stirred for 1 h at room temperature. The resulting solution was diluted with water (100 mL). The resulting solution was extracted with dichloromethane (3×100 mL). The organic layers were washed with brine (3×50 mL). The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum to afford 1.1 g (48%) of 6-[(3-chloro-4-fluorophenyl)carbonyl]-1-oxa-6-azaspiro[2.5]octane-2-carbonitril as a brown solid. LC-MS: m/z=295[M+H]+., 223632-64-2

223632-64-2 1-(3-Chloro-4-fluorobenzoyl)piperidin-4-one 10611056, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Auspex Pharmaceuticals, Inc.; ZHANG, Chengzhi; (94 pag.)US2018/79742; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885279-92-5, Resin from the previous step (0.1 mmol) was added to a scintillation vial along with 120 mg (0.5 mmol) of tert-Butyl 1,8-diazaspiro[4.5]decane-1-carboxylate, 85 mg (0.4 mmol) of K3PO4, 26 mg (0.05 mmol) Pd(P(t-Bu)3)2, and 2 ml of DMA. The vial was flushed with Argon and heated to 90 C. The reaction was allowed to proceed overnight at 90 C. The resin was washed with each of the following solvents three times each and dried in vacuo: DMF, H2O, MeOH, and DCM.

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Berk, Scott C.; Close, Joshua; Hamblett, Christopher; Heidebrecht, Richard W.; Kattar, Solomon D.; Kliman, Laura T.; Mampreian, Dawn M.; Methot, Joey L.; Miller, Thomas; Sloman, David L.; Stanton, Matthew G.; Tempest, Paul; Zabierek, Anna A.; US2007/117824; (2007); 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.85908-96-9,N-Boc-2-Piperidone,as a common compound, the synthetic route is as follows.

To a stirred solution of tert-butyl 2-oxopiperidine-1-carboxylate (45-1) (500 mg, 2.50 mmol) in THF (50 mL) was added Lithium bis(trimethylsilyl)amide (5.25 mL, 5.25 mmol) at – 78C over 30 min. After Benzyl chloroformate (712 muL, 2.50 mmol) was dissolved in THF and added to the reaction mixture at -78C stirring was continued for 2 hours. After the reaction mixture was quenched with aqueous saturated NH4Cl solution at -78C and extracted with EtOAc (2 x 100 mL), washed with brine (50 mL), dried (Na2SO4) and evaporated. The crude was purified by column chromatography (silica, gradient, 0%-20%EtOAc in Hexane as eluent) to provide 3- benzyl 1-tert-butyl 2-oxopiperidine-1,3-dicarboxylate (45-2) (605 mg) as a liquid. Yield- 90%; LC MS: ES+ 334.3.

85908-96-9, The synthetic route of 85908-96-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 0.24 g of an oil dispersion of sodium hydride are washed free of oil with hexane and then suspended in 3 ml of anhydrous dimethylformamide. The solution of 0.84 g of 3,3-tetramethyleneglutarimide in 5 ml of dry dimethylformamide is added dropwise to said suspension at room temperature and the mixture is stirred for additional 30 minutes before the solution of 0.92 of 1-(2-chloroethyl)-4-diphenylmethoxypiperidine hydrochloride in 5 ml of dry dimethylformamide is added dropwise. After stirring the mixture at room temperature for 18 hours, it is poured onto 30 ml of ice water and repeatedly extracted with diethyl ether. The extract is washed successively with 1 N aqueous sodium hydroxide and brine, dried and evaporated. The residue is taken up in ethyl acetate and the solution acidified with ethereal hydrogen chloride, to yield the N-[2-(4-diphenylmethoxypiperidino)-ethyl]-beta,beta-tetramethyleneglutarimide hydrochloride, melting at 169-171; it is identical with the compound obtained according to Example 1., 1075-89-4

As the paragraph descriping shows that 1075-89-4 is playing an increasingly important role.

Reference：
Patent; Ciba-Geigy Corporation; US4261990; (1981); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem