Analyzing the synthesis route of 7583-53-1

The synthetic route of 7583-53-1 has been constantly updated, and we look forward to future research findings.

7583-53-1, 1-Methyl-3-piperidinemethanol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7583-53-1

1-[4-Fluoro-2-(1-methyl-piperidin-3-ylmethoxy)-phenyl]-3-(5-methyl-pyrazin-2-yl)-urea Prepared according to the methods for compound 303, using 2-nitro-5-fluorophenol and 1-methyl-3-hydroxymethyl piperidine. 1H NMR (400 MHz, CDCl3) delta8.50 (br s, 1H), 8.19 (m, 2H), 6.65 (m, 2H), 3.85 (m, 2H), 3.60 (s, 3H), 2.80-3.20 (m, 2H), 2.54 (s, 3H), 2.39 (s, 3H), 1.60-2.10 (m 5H). LRMS (ESI, Positive) m/e 373.95 (M+1).

The synthetic route of 7583-53-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Keegan, Kathleen S.; Kesicki, Edward A.; Gaudino, John Joseph; Cook, Adam Wade; Cowen, Scott Douglas; Burgess, Laurence Edward; US2003/69284; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 7583-53-1

As the paragraph descriping shows that 7583-53-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7583-53-1,1-Methyl-3-piperidinemethanol,as a common compound, the synthetic route is as follows.

2-Nitro-4-trifluoromethyl-phenol (2.07 g,10 mmol) (1-methyl-piperidin-3-yl)-methanol (1.36 g,10.5 mmol) and triphenylphosphine (2.75 g, 10.5mmol), were diluted with 30 mL of THF and placedunder nitrogen. The reaction was cooled to 0¡ãC,then DIAD (2.12 g, 10.5 mmol) was added dropwise in2 mL of THF. The reaction mixture was allowed tostir for 12 hours while warming to room temperature.The reaction mixture was diluted with ethyl acetate(100 mL) and HCl (50 mL of 2N). Aqueous layer waswashed with ethyl acetate (2 x 50 mL), then basifiedwith solid sodium hydroxide to pH=12. The productwas extracted with ethyl acetate (3 x 50 mL), Theorganic layer was washed with brine, dried overMgS04, filtered, and dried under reduced pressure.The product was purified by Biotage 40M cartridgeeluting with CH2Cl2/MeOH/NH4OH (90/8/2) to yield ayellow solid.

As the paragraph descriping shows that 7583-53-1 is playing an increasingly important role.

Reference£º
Patent; ICOS CORPORATION; WO2006/12308; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 7583-53-1

As the paragraph descriping shows that 7583-53-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7583-53-1,1-Methyl-3-piperidinemethanol,as a common compound, the synthetic route is as follows.

To a stirred solution of 1 -methyl-3 -hydroxymethylpiperidine (2 g, 15.5 mmol) in DCM (30 mL) at 0C, triethylamine (4.9 g, 46 mmol) and tosyl chloride (4.41 g, 23.2 mmol) were added and allowed the mixture to stir at room temperature for 6 h. After completion, the reaction mixture was diluted with water (30 mL) and extracted with DCM (3 x 30 mL). The combined organic layer was dried over sodium sulfate and concentrated. The resulting crude was purified by flash chromatography (silica gel, 12 g cartridge) using 0-20% EtOAc in hexanes as eluent to obtain (l-methylpiperidin-3-yl)methyl 4- methylbenzenesulfonate (Yield: 2.50 g, 58%) as white solid. LCMS (ES) m/z = 284.36 [M+H]+; NMR (400 MHz, DMSO-d6) d ppm: 0.87-0.95 (m, 1H), 1.33-1.50 (m, 4H), 1.63 (m, 1H), 1.80-1.85 (m, 2H), 2.06 (s, 3H), 2.42 (s, 3H), 2.46-2.52 (m, 1H), 3.90 (m, 2H), 7.48 (d, J= 8.0 Hz, 2H). 7.78 (d, J= 8.0 Hz, 2H).

As the paragraph descriping shows that 7583-53-1 is playing an increasingly important role.

Reference£º
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; D A, Jeyaraj; PENDYALA, Muralidhar; SIVANANDHAN, Dhanalakshmi; RAJAGOPAL, Sridharan; (233 pag.)WO2019/175897; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem