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