Downstream synthetic route of 158407-04-6

158407-04-6, The synthetic route of 158407-04-6 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.158407-04-6,tert-Butyl 4-(bromomethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Step B: tert-Butyl 4-{[(5-cyanopyridin-2-yl)sulfanyllmethyl|piperidine-l-carboxylate 6-Sulfanylpyridine-3-carbonitrile (220 mg, 1.6 mmol) was dissolved in DMF (10 mL) in a round bottom flask at room temperature, tert-butyl 4-(bromomethyl) piperidine-l-carboxylate (530 mg, 1.9 mmol) was added, followed by potassium carbonate (440 mg, 3.2 mmol). The resulting mixture was heated to 80 C and stirred over night. The reaction mixture was diluted with EtOAc, washed with water and brine, then dried over anhydrous sodium sulfate, filtered and concentrated. The resulting residue was purified by MPLC (eluent: 0->100% EtOAc/Hexane gradient) to provide tert-Butyl 4-{[(5-cyanopyridin-2-yl)sulfanyl]methyl}piperidine-l- carboxylate. NMR delta (ppm)(500 Hz, CDCh): 8.64 (d, J= 2.1 Hz, 1H), 7.64 (dd, J= 8.4, 2.2 Hz, 1H), 4.11 (m, 2 H), 3.17 (d, J= 6.8 Hz, 2H), 2.68 (m, 2 H), 1.84-1.80 (m, 2 H), 1.80-1.72 (m, 1 H), 1.55 (s, 9 H), 1.28-1.16 (m, 2 H). LC-MS (IE, m/z): 356 [M + 23]+.

158407-04-6, The synthetic route of 158407-04-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; WO2013/39802; (2013); A1;,
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