Category: 20691-92-3

20691-92-3, 1-Methylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of the nitrile / sulfone (1.2 mmol) in THF (5 ml) at -78 oC (under an N2atmosphere) was added LiHMDS (1.2 mL of 1 M in THF, 1.2 mmol) dropwise and thereaction mixture was stirred at this temperature for 5 minutes. The heterocycle (1 mmol,1 eq.) was added at while the reaction mixture was at -78oC, the cooling bath wasremoved and the reaction mixture was stirred until the reaction was judged complete byLCMS analysis (generally 1 h). Solid KMnO4 (316 mg, 2 mmol, 2 eq.) and acetonitrile(1 ml) were added and the reaction mixture was stirred at room temperature until thereaction was judged complete by LCMS analysis (generally 4-6 h). The reaction mixturewas poured into saturated aqueous NaHCO3 and the layers separated. The aqueous layerwas then extracted with EtOAc (3x). All organics were combined, washed with water,brine, dried (Na2SO4) and evaporated to dryness. Purification by silica gel columnchromatography (12 g Isco silica cartridge) using hexanes and EtOAc gave the desiredproducts., 20691-92-3

The synthetic route of 20691-92-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Anderson, Corey; Moreno, Jesus; Hadida, Sabine; Synlett; vol. 25; 5; (2014); p. 677 – 680;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20691-92-3,1-Methylpiperidine-4-carbonitrile,as a common compound, the synthetic route is as follows.

Different synthesis method 2,2,6,6-Tetramethylpyridine (9.0 ML) was dissolved in tetrahydrofuran (80 ML), and n-butyllithium (1.6 mol/L, 40 ML) was added dropwise under ice-cooling.. The mixture was stirred under ice-cooling for 30 min and cooled to -78C. A solution (80 ML) of N,N-diethyl-2-methylbenzamide (10 g) in tetrahydrofuran was added dropwise to the reaction solution, and the mixture was stirred at 0C for 1 hr.. The reaction solution was cooled to -78C, and a solution (80 ML) of 4-cyano-1-methylpiperidine (5.0 g) in tetrahydrofuran was added dropwise.. The reaction solution was warmed to room temperature as it was.. After the completion of the reaction, an aqueous potassium carbonate solution was added to the reaction solution, and the mixture was extracted with ethyl acetate.. The organic layer was washed with saturated brine and then dried over magnesium sulfate.. The solvent was concentrated, and the precipitated crystals were washed with diisopropyl ether to give crude crystals of 3-(1-methylpiperidin-4-yl)-2H-isoquinolin-1-one.. The crude crystals were dissolved in 1 mol/L aqueous hydrochloric acid and neutralized with an aqueous potassium carbonate solution.. The precipitated crystals were collected by filtration to give 3-(1-methylpiperidin-4-yl)-2H-isoquinolin-1-one (5.3 g).. melting point: 255-257C. 1H-NMR(400MHz,DMSO-d6)delta: 1.60-1.69(2H,m), 1.86-1.94(4H,m), 2.19(3H,s), 2.34-2.41(1H,m), 2.82-2.91(2H,m), 6.36(1H,s), 7.41(1H,t,J=7Hz), 7.59(1H,d,J=7Hz), 7.63-7.67(1H,m), 8.12(1H,d,J=8Hz), 11.21(1H,BrS). MS(EI)242(M+).

20691-92-3, The synthetic route of 20691-92-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Mitsubishi Pharma Corporation; EP1396488; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem