Heterocyclic Building Blocks-piperidine

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;,
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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;,
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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;,
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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;,
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Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62718-31-4,1-Benzylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

To a suspension of LiAlH4 (4.84 g, 0.128 mol) in dry Et2O (40ml) under an argon atmosphere at 00C was dropwise added a solution of l-benzyl-4-cyano-piperidine (18.3 g, 91.5 mmol) in dry Et2O (80 ml) and the mixture was stirred at room temperature for 24 h. The reaction mixture was treated carefully with H2O (10 ml) , 10% aqueous NaOH (10 ml) and H2O (30 ml) to give a mineral precipitate. The precipitate was filtered through a pad of kieselguhr, washed with Et2O and the filtrate evaporated in vacuo to leave the product as an oil (21.4 g, 82.3%) . EPO 1H-NMR (200 MHz, CDCl3): delta 7.37-7.22 (m, 5 H), 6.42 (br s, 1 H), 5.84 (br s, 1 H), 3.51 (s, 2 H), 2.94 (d, 2 H), 2.16-1.67 (m, 7 H), 62718-31-4

The synthetic route of 62718-31-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BIO-MEDISINSK INNOVASJON AS; COCKBAIN, Julian; WO2007/7072; (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.53617-36-0,1-Methyl-4-(piperidin-4-yl)piperazine,as a common compound, the synthetic route is as follows.

7g) (R)-1-(8-methyl-imidazo[1.5-a]pyridin-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 115 mg (0.18 mmol) (R)-1-carboxy-2-(8-methyl-imidazo[1,5-a]pyridin-6-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 70 mg (0.22 mmol) TBTU and 40 muL (0.29 mmol) triethylamine in 10 mL THF and 1 mL DMF was stirred for 1 h at RT. Then 50 mg (0.27 mmol) 1-methyl-4-piperidin-4-yl-piperazine were added and the reaction mixture was stirred overnight at RT. To complete the reaction another 70 mg TBTU and 50 mg 1-methyl-4-piperidin-4-yl-piperazine were added, the mixture was stirred for a further 65 h at RT and again combined with 70 mg TBTU, 50 mg 1-methyl-4-piperidin-4-yl-piperazine, 40 muL triethylamine and 1 mL DMF and stirred overnight at RT. 10 mL semisaturated NaHCO3 solution were added to the reaction mixture, it was extracted twice with 30 mL EtOAc and the combined organic phases were dried over Na2SO4. After the desiccant and solvent had been eliminated the residue was purified by HPLC. The fractions containing the product were combined and lyophilised. Yield: 49 mg (29percent of theory) ESI-MS: (M+H)+=657 retention time (HPLC): 2.0 min (method B), 53617-36-0

As the paragraph descriping shows that 53617-36-0 is playing an increasingly important role.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/256099; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

32188-75-3, 5-Nitro-2-(piperidin-1-yl)benzonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2; 2-(1-piperidinyl)-5-(amino)benzonitrile; The 2-(1-piperidinyl)-5-(nitro)benzonitrile (25 g, 108 mmol) was solubilized in methanol (400 ml). A spatula tip of Pd/C was added to the mixture and the crude was stirred for 16 hours under hydrogen atmosphere. The mixture was filtered on Celite, concentrated and the expected product was isolated by recrystallization in an equimolar volume of dichloromethane and cyclohexane. Yield: 87%

32188-75-3, As the paragraph descriping shows that 32188-75-3 is playing an increasingly important role.

Reference：
Patent; GENFIT; US2006/79696; (2006); 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 (430 mg, 2.255 mmol) was dissolved in dichloromethane (4 mL), and triethylamine (0.628 mL, 4.53 mmol) was added followed by 2-bromo-4-(trifluoromethyl)benzenesulfonyl chloride (804 mg, 2.484 mmol). After stirring for 20 h the reaction mixture was concentrated in vacuo. The resulting residue was redissolved in EtOAc, washed with aqueous 1 M HCI followed by washing by saturated aqueous Na2C03. The organic layer was passed through a hydrophobic frit, concentrated in vacuo and recrystallised from methanol to give 7-{[2-bromo-4-(trifluoromethyl)phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (395 mg, 0.877 mmol, 38% yield). The mother liquor was concentrated in vacuo to give the following impure material: 7-{[2-bromo-4-(trifluoromethyl)phenyl]sulfonyl}- 2,7-diazaspiro[4.5]decan-1 -one (419 mg, 0.548 mmol, 57.7% purity by mass, 24% yield), a mixture of desired product and 2-bromo-4-(trifluoromethyl)benzenesulfonyl chloride (1 :1 by molar equivalence). 1 H NMR (400 MHz, DMSO-c/6) delta ppm 1.46 – 1 .63 (m, 3 H) 1.65 – 1.74 (m, 1 H) 1.87 – 1.99 (m, 2 H) 2.74 – 2.80 (m, 1 H) 2.83 (d, J=12.50 Hz, 1 H) 3.05 – 3.20 (m, 2 H) 3.43 (d, J=12.39 Hz, 1 H) 3.72 (d, J=1 1.40 Hz, 1 H) 7.74 (s, 1 H) 7.97 (dd, J=8.28, 1.21 Hz, 1 H) 8.18 (d, J=8.00 Hz, 1 H) 8.29 (d, J=1.15 Hz, 1 H). MS ES+ve m/z 441 (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

21168-72-9, 2-(4-(Aminomethyl)piperidin-1-yl)ethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The general synthesis of compound D-9 is illustrated in Scheme 4. The carboxylic acid group of intermediate D-1 is converted to ethyl ester. The reactionsof tert-butyl acetate substitution with K2C03 and tert-butyl eater hydrolysis with TFA are followed to afford acetic acid intermediate D-4. The intermediate D-4 is chlorinated with oxalyl chloride and DMF and coupled with 3-aminoisonicotinamide to afford the amide intermediate D-6. Subsequent cyclization with NaOtBu and hydrolysis with NaOH lead to intermediate D-8. This is followed by amide coupling reaction with HATU, which leads to amide compound D-9.

21168-72-9, The synthetic route of 21168-72-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DONG-A SOCIO HOLDINGS CO., LTD.; KIM, Myeong-seop; PARK, Taesun; YOON, Taeyoung; YANG, Seung Min; KIM, Hae-Sun; KIM, Jun Gyu; (285 pag.)WO2016/68580; (2016); A2;,
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Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1104083-27-3,tert-Butyl 3-hydroxy-3-methylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Into a 250-mL round-bottomed flask, was placed tert-butyl 3-hydroxy-3- methylpiperidine-l-carboxylate (3 g, 13.9 mmol, 1 eq.), DCM (60 mL), pyridine (2.2 g, 0.03 mmol, 2 eq.). This was followed by the addition of a solution of 4-nitrophenyl carbonochloridate (8.4 g, 0.04 mmol, 3 eq.) in DCM (30 mL) dropwise with stirring at 0 C. The resulting solution was stirred for 3 days at rt. The reaction was then quenched by the addition of water (50 mL). The resulting mixture was washed with H2O (1 x 50 mL). The mixture was dried over anhydrous sodium sulfate and concentrated. The residue was applied onto a silica gel column with ethyl acetate :petroleum ether (10:90). This resulted in 2.5 g (47.16%) of tert-butyl 3-methyl-3-[[(4-nitrophenoxy)carbonyl]oxy]piperidine-l-carboxylate as a colorless oil.

1104083-27-3, As the paragraph descriping shows that 1104083-27-3 is playing an increasingly important role.

Reference：
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (302 pag.)WO2019/99582; (2019); A1;,
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Piperidine | C5H11N – PubChem