Tag: M.W:100-200

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.

A. (1-Benzyl-piperidin-4-yl)-phenyl-amine To a mixture of 10.9 g (57.6 mmol) of 1-benzyl-4-piperidone, 100.0 g (576 mmol) of sodium sulfate and 175 mL of acetic acid under nitrogen was added 7.00 g (74.9 mmol) of aniline by syringe and the mixture was stirred at room temperature for 15 min. To the stirring solution was added 61.0 g (288 mmol) of sodium triacetoxyborohydride and the mixture was stirred overnight. The mixture was concentrated and the residue was poured onto ice and neutralized with 2 N NaOH to pH 7.5. The mixture was extracted four times with chloroforn, and the organics washed once with brine. The solution was dried over Na2 SO4 and concentrated. The residue was triturated with ether to give 4.2 g of 70A as a white solid., 3612-20-2

3612-20-2 1-Benzylpiperidin-4-one 19220, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Pfizer Inc; US5936089; (1999); A;,
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

Synthesis of 1-Benzyl-3,3-dimethylpiperid-4-one 1-Benzylpiperid-4-one (9.45 g, 8.92 mL, 49.98 mmol, 1.0 eq) was added to a suspension of sodium hydride (3.50 g of a 60% suspension in oil, 87.50 mmol, 1.75 eq) in tetrahydrofuran (100 mL). Iodomethane (9.84 g, 3.93 mL, 62.96 mmol, 1.26 eq) was added and the reaction heated to 60 C. for 5 hours. The reaction was filtered and the filtrate concentrated. The residue was partitioned between EtOAc (150 mL) and water (150 mL). The aqueous phase was extracted with EtOAc (150 mL). The organics were combined, washed with brine (150 mL), dried (Na2SO4), and concentrated under reduced pressure. Column chromatography (silica, 20?60% EtOAc-hexane) yielded the title compound as a colourless oil; 1H nmr (CDCl3) delta 7.36-7.26 (5H, m, C6H5), 3.56 (2H, s, CH2C6H5), 2.72 (2H, t, J 6.0 Hz, pipH-5 or H-6), 2.51 (2H, t, J 6.0 Hz, pipH-5 or H-6), 2.41 (2H, s, pipH-2), 1.13 (6H, s, 2*CH3); and 1-benzyl-3-methylpiperidin-4-one (3.12 g) as a colourless oil.

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

Reference：
Patent; Rigel Pharmaceuticals, Inc.; Goff, Dane; Payan, Donald; Carroll, David; Shaw, Simon; Yasumichi, Hitoshi; (285 pag.)US9409884; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

4801-58-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

To a solution of 5,6-bis(4-chlorophenyl)pyrazine-2-carbonyl chloride, Inte. D (84 mg, 0.23 mmol) in DCM (1ml) was added slowly at room temperature a solution of hydroxypiperidine (93 mg, 0.91mmol) in pyridine (5 ml). After 40 minutes at room temperature, the solvent was removed in vacuo and the residue redissolved in diethyl ether. Extracted with 1M HC1 (aq) and K2CO3 (aq) and dried (MgSO4). The solvent was removed in vacuo to yield the subtitle compound (58 mg, 59%).JH NMR (399.964 MHz) 8 9.19 (s, 1H), 7.47-7.26 (m, 8H), 3.71-3.50 (m, 2H), 3.16-2.74 (m, 2H), 1.98-1.77 (m, 4H), 1.77-1.57 (m, 1H), 1.40-1.23 (m, 1H).13C NMR (100.58 MHz) 5 162.59,154.17, 151.20, 143.18,140.79,136.22, 136.17, 136.09,135.89, 131.42, 131.29, 129.08, 129.04, 57.87, 25.30, 23.27.MS m/z 428, 430, 432 (M+H)+.

As the paragraph descriping shows that 4801-58-5 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; WO2004/111033; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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

71985-80-3, N-Methylisonipecotic acid hydrochloride ( 0.5 g) was dissolved in dry SOC12 (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.

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

Reference：
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; LAVOIE, Edmond J.; PARHI, Ajit; PILCH, Daniel S.; ZHANG, Yongzheng; KAUL, Malvika; WO2014/74932; (2014); 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;,
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

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

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

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