Category: 106-52-5

Analyzing the synthesis route of 106-52-5

106-52-5, As the paragraph descriping shows that 106-52-5 is playing an increasingly important role.

106-52-5, 1-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Nitropyrazole (2 g, 17.69 mmol), triphenylphosphine (6.95 g, 26.54 mmol) and N-methyl-4-hydroxypiperidine (2.4 g, 21.23 mmol) were dissolved in anhydrous tetrahydrofuran (50 mL). The solution was cooled to 0 C. and diisopropylazodicarboxylate (5.4 g, 26.54 mmol) was slowly added dropwise. After the addition, the mixture was warmed to room temperature and stirred for 16 hours. The mixture was concentrated under reduced pressure and the residue was diluted with ethyl acetate (50 mL) and 3N aqueous hydrochloric acid solution (50 mL) was added. The aqueous phase was adjusted to pH=9 with saturated potassium carbonate solution and then extracted with ethyl acetate (50 mL*2). The combined organic phase was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure to give 25-c as a yellow oil (2.1 g, yield: 57%).

106-52-5, As the paragraph descriping shows that 106-52-5 is playing an increasingly important role.

Reference£º
Patent; GUANGZHOU MAXINOVEL PHARMACEUTICALS CO., LTD.; XU, Zusheng; ZHANG, Nong; WANG, Tinghan; SUN, Qingrui; WANG, Yuguang; (90 pag.)US2018/208604; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 106-52-5

106-52-5, 106-52-5 1-Methylpiperidin-4-ol 66048, apiperidines compound, is more and more widely used in various fields.

106-52-5, 1-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-((3-chloro-4′-nitro-[1,1′-biphenyl]-4-yl)oxy)-1-methylpiperidine (25e): Diisopropylazo dicarboxylate (2.40 mmol) was added to a solution of phenol (1.20 mmol), PPh3 (2.40 mmol) and 4-hydroxy N-methyl piperidine (2.40 mmol) in THF (8 mL) at room temperature. The reaction mixture was stirred for 18 hours before the removal of solvent under reduced pressure. The remaining residue was purified by silica gel column chromatography (eluting with methylene chloride:methanol = 99:1 to 20:1) to yield a yellow amorphous solid (83%). 1H NMR (500 MHz, CDCl3) delta 8.22 (d, J = 8.8 Hz, 2H), 7.77- 7.52 (m, 3H), 7.46 (dd, J = 8.5, 2.4 Hz, 1H), 7.06 (d, J = 8.6 Hz, 1H), 4.81 (m, 1H), 3.49- 3.37 (m, 2H), 3.23 (m, 2H), 2.87 (s, 3H), 2.32 (m, 2H), 2.24- 2.10 (m, 2H). 13C NMR (126 MHz, CDCl3+CH3OH) delta 147.99, 142.90, 141.28, 129.32, 125.35, 123.24, 123.19, 122.97, 120.71, 120.08, 120.04, 111.82, 67.46, 54.11, 44.12, 26.76. HRMS (ESI+) m/z [M+H+] calcd for C18H19ClN2O3 347.1163; found 347.1159.

106-52-5, 106-52-5 1-Methylpiperidin-4-ol 66048, apiperidines compound, is more and more widely used in various fields.

Reference£º
Patent; THE UNIVERSITY OF KANSAS; BLAGG, Brian, S.J.; ZHAO, Huiping; WO2015/70091; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 106-52-5

106-52-5, As the paragraph descriping shows that 106-52-5 is playing an increasingly important role.

106-52-5, 1-Methylpiperidin-4-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of N-methyl piperidinol (0.22 g, 1.96 mmol) and sodium hydroxide (79 mg, 1.96 mmol) in benzene (10 mL) was heated to reflux for 2 hours with stirring under nitrogen atmosphere and then cooled to 25 C. followed by the addition of compound 133 (0.25 g, 0.65 mmol) at same temperature. The mixture was heated to reflux for 6 hours, concentrated under vacuum and diluted with water (10 mL). The precipitated solid was filtered and purified by column chromatography (5-10% MeOH-CHCl3) to afford the title compound E26 as a pale yellow solid (0.16 g, 53%). HPLC: Hichrom RPB (250*4.6 mm) 5 microns [solvent A=0.01 M KH2PO4 (pH 7.0); solvent B=CH3CN], Gradient elution program: T/% B=0/60, 10/60, 25/80, 40/80, 45/60, 50/60; 270 nm, Rt 35.21 min, 98.09% purity; MS (CI): m/z 461 (M+H, 50), 364 (100).

106-52-5, As the paragraph descriping shows that 106-52-5 is playing an increasingly important role.

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 106-52-5

The synthetic route of 106-52-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.106-52-5,1-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

Compound 1-methyl-4-piperidinol (1.26 g, 11 mmol) and NaH (240 mg, 12 mmol), were added into a round-bottom flask using DMF as a solvent. The mixture was stirred in ice water bath for 30 min, and 2-fluoro-5-nitrotrifluorotoluene (2.09 g , 10 mmol) was added, and the reaction was carried out at room temperature for 12 hours. The product 1-methyl-4-(4-nitro-2-(trifluoromethyl)phenylhydroxy)piperidine (2.9 g, yield: 95%) was obtained by purification.

The synthetic route of 106-52-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; HU, Youhong; GENG, Meiyu; REN, Wenming; DING, Jian; GUAN, Xiaocong; AI, Jing; WANG, Lang; PENG, Xia; LIU, Yang; DAI, Yang; ZENG, Limin; (45 pag.)EP3584239; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 106-52-5

The synthetic route of 106-52-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.106-52-5,1-Methylpiperidin-4-ol,as a common compound, the synthetic route is as follows.

a) S-Bromo-e-il-methyl-piperidin^-yloxyJ-imidazotl^-i lpyridazine To a suspension of NaH (60% in oil, 0.17 g, 4.31 mmol) in dry THF (5 mL) at 0 C was added a solution of 4-hydroxy-/V-methyl piperidine (0.50 g, 4.31 mmol) in dry THF (5 mL). The reaction mixture was stirred a 0C for 5 min then at RT for 15 min. The reaction mixture was cooled back to 0C and a solution of 3-bromo-6-chloroimidazo[1 ,2- ?>]pyridazine (0.50 g, 2.15 mmol) in dry THF (10 mL) was added dropwise. The reaction mixture was then allowed to warm up slowly to RT and stirred for 4 h. The reaction mixture was quenched by addition of water (10 mL), diluted with EtOAc (100 mL) and washed with water (2 x 50 mL). The organic layer was dried and concentrated in vacuo. Purification by column chromatography (EtOAc-2M NH3 in MeOH 5-100%) gave a solid (0.35 g, 53%); 1H NMR (400 MHz, DMSO-d6) delta ppm 8.04 (d, J=9.6 Hz, 1 H), 7.73 (s, 1H), 6.93 (d, J=9.6 Hz, 1 H), 4.99 (m, 1 H), 2.75-2.56 (m, 2H), 2.27-2.13 (m, 5H), 2.13-2.01 (m, 2H), 1.90-1.65 (m, 2H); m/z (ES+APCI)+: 311/313 [M+H]+.

The synthetic route of 106-52-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; OSBORNE, Simon; CHAPMAN, Timothy; LARGE, Jonathan; BOULOC, Nathalie; WALLACE, Claire; WO2011/101640; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem