Category: 885275-00-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.885275-00-3,Benzyl 4-iodopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,885275-00-3

A premixed mixture of TMSCl and 1,2-dibromoethane (7:5, v/v,0.80 mL total volume added) was added dropwise over 5 min to asuspension of zinc (1.622 g, 24.8 mmol) in DMA (12 mL) underargon atmosphere. The mixture was stirred for 15 min before benzyl4-iodopiperidine-1-carboxylate19 (7.13 g, 20.7 mmol) wasadded dropwise over 15 min as a solution in DMA (6 mL). This mixturewas stirred for an additional 15 min before adding to quinoxaline71 below.The above (1-((benzyloxy)carbonyl)piperidin-4-yl)zinc(II)iodide (8.49 g, 20.7 mmol) solution was added slowly to a suspensionof 2-chloro-3-((1-(quinolin-2-yl)azetidin-3-yl)oxy)quinoxaline71 (5.0 g, 13.8 mmol), copper(I) iodide (0.262 g,1.378 mmol), and Pd(dppf)Cl2 dichloromethane adduct (0.56 g,0.69 mmol) in DMA (15 mL) under argon. This mixture was stirredat 80 C for 2 h, then cooled to room temperature. EtOAcwas added and the suspension was filtered through Celite toremove insoluble material. The filtrate was then diluted withmore EtOAc and then washed with water (3), brine (1), dried(MgSO4), filtered, and concentrated in vacuo to give an oil. Thisoil was purified by silica gel chromatography eluting with0-100% EtOAc/hexane to give 6.93 g (92%) of the title compoundan off-white solid.

As the paragraph descriping shows that 885275-00-3 is playing an increasingly important role.

Reference：
Article; Rzasa, Robert M.; Frohn, Michael J.; Andrews, Kristin L.; Chmait, Samer; Chen, Ning; Clarine, Jeffrey G.; Davis, Carl; Eastwood, Heather A.; Horne, Daniel B.; Hu, Essa; Jones, Adrie D.; Kaller, Matthew R.; Kunz, Roxanne K.; Miller, Silke; Monenschein, Holger; Nguyen, Thomas; Pickrell, Alexander J.; Porter, Amy; Reichelt, Andreas; Zhao, Xiaoning; Treanor, James J.S.; Allen, Jennifer R.; Bioorganic and Medicinal Chemistry; vol. 22; 23; (2014); p. 6570 – 6585;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885275-00-3, Benzyl 4-iodopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885275-00-3, A flask was charged with t-butyl pyrrolidine-1-carboxylate (744 mg, 4.34 mmol, 1.50 equiv), N,N,N’,N’-tetramethylethylenediamine (505 mg, 4.35 mmol, 1.50 equiv), and ether (10 mL) under nitrogen. s-Butyllithium (3.57 mL, 4.64 mmol, 1.60 equiv, 1.3M in n-hexane) was added dropwise at -78 C. The resulting solution was stirred for 3.5 h at -78 C. Zinc diiodide (693 mg, 2.17 mmol, 0.75 equiv) in THF was added. The resulting solution was stirred for 0.5 h at -78 C. and stirred for 1 h at room temperature. A solution of benzyl 4-iodopiperidine-1-carboxylate in THF (1.00 g, 2.90 mmol, 1.00 equiv) was added to a solution of nickel chloride ethylene glycol dimethyl ether complex (94.8 mg, 0.430 mmol, 0.15 equiv) and N,N’-dimethylethylenediamine (43.4 mg, 0.490 mmol, 0.17 equiv). The organozinc solution was added to the catalyst/electrophile mixture. The resulting solution was stirred for 60 h at room temperature and quenched with water (20 mL). The resulting solution was extracted with DCM (3*20 mL) and the organic layers were combined, washed with brine (2*20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 212 mg (19% yield) of benzyl 4-(1-(t-butoxycarbonyl)pyrrolidin-2-yl)piperidine-1-carboxylate as a yellow oil. LCMS (ESI, m/z): 389 [M+H]+.

The synthetic route of 885275-00-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WEBER, Olivia D.; (127 pag.)US2019/202801; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem