Day: March 25, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19365-08-3,3-Hydroxypiperidin-2-one,as a common compound, the synthetic route is as follows.

To a suspension of 3-hydroxy-piperidin-2-one (500 mg, 4.34 mmol, 1.0 eq) and triethylamine (0.908 mL, 6.51 mmol, 1.5 eq) in dichloromethane (3 mL) at 0 C was added dropwise methanesulfonyl chloride (497 mg, 4.34 mmol, 1.0 eq) dissolved in dichloromethane (1 mL). The reaction was complete within 30 min as judged by LCMS. An orange precipitate was filtered, redissolved in dichloromethane and purified by column chromatography (MeOH/CH2Cl2) to give the title compound as a white waxy solid (204 mg, 1.056 mmol, 24.3% yield). 1 H NMR (400 MHz, chloroform-d) delta ppm 5.78 (br. s, 1 H) 4.94 – 5.05 (m, 1 H) 3.30 – 3.44 (m, 2 H) 3.27 (s, 3 H) 2.24 – 2.37 (m, 1 H) 2.08 – 2.21 (m, 1 H) 1 .98 – 2.08 (m, 1 H) 1 .79 – 1 .96 (m, 1 H). MS (m/z, MH+): 193.7., 19365-08-3

The synthetic route of 19365-08-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; CHEN, Christine Hiu-Tung; CHIN, Noel Chin; DIPIETRO, Lucian V.; FAN, Jianme; PALERMO, Mark G; SHULTZ, Michael David; TOURE, Bakary-Barry; WO2013/8217; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

EXAMPLE 2 A solution of 1-benzyl-4-piperidone in 40 ml. of absolute ethanol was added to a solution of 8.5 g. of methylamine in 40 ml. of ethanol. The resulting solution was added to a suspension of 0.5 g. of platinum oxide in 30 ml. of ethanol which had been pretreated with 50 psi of hydrogen for 1 hour. This suspension was reduced at 50 psi of hydrogen until one equivalent of hydrogen was consumed and then filtered. The filtrate was concentrated in vacuo to give 1-benzyl-4-methylaminopiperidine., 3612-20-2

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

Reference：
Patent; SmithKline Corporation; US3980788; (1976); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

32559-18-5, Methyl piperidine-2-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) Piperidine-2-carboxamide. A mixture of methyl pipecolinate hydrochloride (15.0 g, 83 mmol, Aldrich) and 8% aqueous solution of ammonium hydroxide (150 mL) was stirred for 18 h at room temperature. The white precipitate was filtered and the filter cake was washed with water, and dried under vacuo to give the title compound. MS (ESI, pos. ion) m/z: 129 (M+1)., 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; Norman, Mark H.; Pettus, Liping H.; Wang, Xianghong; Zhu, Jiawang; US2006/58308; (2006); 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.948894-26-6,4-Methylpiperidine-4-carbonitrile hydrochloride,as a common compound, the synthetic route is as follows.

948894-26-6, Example 28 (0905) 1 -(2-((2-ethoxy-4-(4-methyl-4 -/-1 ,2,4-triazol-3-yl)phenyl)amino)-6-methylpyrido[3,4-c/|pyrimidin-8- (0906) (0907) To a solution of 8-chloro-A/-(2-ethoxy-4-(4-methyl-4 -/-1 ,2,4-triazol-3-yl)phenyl)-6-methylpyrido[3,4- c/|pyrimidin-2-amine (Preparation 1 , 25 mg, 0.063 mmol) in NMP (2 ml_) was added 4- methylpiperidine-4-carbonitrile (20 mg, 0.126 mmol) and triethylamine (0.044 ml_, 0.316 mmol). The reaction was heated to 100 in a closed cap vial for 18 hours. Further 4-methylpiperidine-4- carbonitrile hydrochloride (40 mg, 0.252 mmol) was added and the reaction heated at 120 for a further 5 hours. The reaction mixture was diluted with EtOAc and water. The organic layer was dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 0-50% EtOAc in cyclohexane followed by elution through an SCX-2 cartridge using MeOH followed by 1 M NH3 in MeOH. The residue was further purified by silica gel column chromatography eluting with 0-1 5% MeOH in EtOAc followed by elution through an SCX- 2 cartridge using MeOH followed by 1 M NH3 in MeOH to afford the title compound (5.1 mg, 17%). 1 H NMR (500 MHz, MeOH-d4): delta ppm 9.13 (s, 1 H), 8.80 (d, J = 8.5 Hz, 1 H), 8.56 (s, 1 H), 7.38 (d, J = 2.0 Hz, 1 H), 7.36 (dd, J = 8.5, 2.0 Hz, 1 H), 7.04 (s, 1 H), 4.70 (br d, J = 13.0 Hz, 2H), 4.29 (q, J = 7.0 Hz, 2H), 3.88 (s, 3H), 3.26 (t, J = 13.0 Hz, 2H), 2.50 (s, 3H), 2.1 0 (br d, J = 13.0 Hz, 2H), 1 .92 (td, J = 13.0, 3.5 Hz, 2H), 1 .56 (t, J = 7.0 Hz, 3H), 1 .51 (s, 3H). (0908) HRMS (ESI) MS m/z calcd for C26H31 N9O [M+2H]/2+ 242.632, found 242.6321 . (0909) MPS1 IC50 (muMu): 0.002

The synthetic route of 948894-26-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WOODWARD, Hannah; INNOCENTI, Paolo; NAUD, Sebastien; BLAGG, Julian; HOELDER, Swen; WO2015/128676; (2015); A1;,
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

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

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

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, EXAMPLE 59 Production of 1-[(2-hydroxyethoxy)methyl]-2-thio-6-phenylthiothymine (Compound No. 59) To 2 ml of tetrahydrofuran, 0.09 ml (0.52 mmol) of 2,2,6,6-tetramethylpiperidine was added. It was then cooled to -70 C., and n-butyl lithium (0.52 mmol) was added thereto in the presence of an argon flow to obtain lithium 2,2,6,6-tetramethylpiperidide solution.

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

Reference：
Patent; Mitsubishi Kasei Corporation; US5112835; (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.236406-22-7,1-Boc-4-(Aminomethyl)-4-methylpiperidine,as a common compound, the synthetic route is as follows.

General procedure: General Procedure 2: To a stirred solution of 3-isopropylimidazopyridine carboxylic acid 11 (1.0 mmol) in DCM (6.0 mL) at r.t.,diisopropylethylamine (2.0 mmols) and Boc-protected amines 22 (1.05 mmols) were added. After 5 minutes, TBTU (500.0 mg, 1.05mmols) was added in portions over a period of 5 minutes. The reaction mixturewas stirred for 4 h before it was diluted with ice cold water and DCM. The twolayers were separated. The organic layer was washed with brine solution, driedover anhydrous Na2SO4 and the solvent was removed under reduced pressure. Thecrude compound was purified by silica gel column chromatography to obtaincompounds 23

236406-22-7, The synthetic route of 236406-22-7 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Nirogi, Ramakrishna; Mohammed, Abdul Rasheed; Shinde, Anil K.; Bogaraju, Narsimha; Gagginapalli, Shankar Reddy; Ravella, Srinivasa Rao; Kota, Laxman; Bhyrapuneni, Gopinadh; Muddana, Nageswara Rao; Benade, Vijay; Palacharla, Raghava Chowdary; Jayarajan, Pradeep; Subramanian, Ramkumar; Goyal, Vinod Kumar; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 289 – 301;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem