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ChemicalBook CAS DataBase List 5-Bromofuro[2,3-b]pyridine

5-Bromofuro[2,3-b]pyridine synthesis

4synthesis methods
-

Yield: 32%

Reaction Conditions:

with copper(l) iodide;triethylamine in ethanol at 70; for 3 h;

Steps:

C
To a EtOH (8.0 mL) solution of compound from Part B (1.12 g, 4.1 mmol) was added CuI (39 mg, 0.2 mmol) and followed with Et3N (3.5 mL) the resulting mixture was stirred at 70 °C for 3 hours. The reaction mixture was allowed to cool to 25 °C, concentrated to dryness and then dissolved in toluene (3OmL). The solution was washed with 0.1 N HCI (20 mL), saturated NaHCO3 (20 mL), and brine (30 mL), dried over Na2SO4. Purification by column chromatography (SiO2, 20% ethyl acetate/hexanes) afforded compound as a white solid 0.26 g (32%). H NMR (300 MHz, CDCl3) δ 8.4 (s, 1 H), 8.1 (s, 1H), 7.7 (s, 1H), 6.8 (s, 1 H).

References:

SCHERING CORPORATION;DENG, Yongqi;SUN, Binyuan;ZENG, Hongbo;RICHARDS, Matthew;SHIPPS, Gerald, W., Jr.;CHENG, Cliff, C.;ZHAO, Yinyan;MCRINER, Andrew;MENG, Zhaoyang;NAN, Yang;PATEL, Mehul, F.;WRONA, Iwona, E.;REDDY, Panduranga, Adulla;EKLOV, Brian, M.;TANG, Shuyi;LIU, Duan;MANDAL, Amit, K.;ZHAO, Lianyun;SIDDIQUI, M., Arshad WO2010/118207, 2010, A1 Location in patent:Page/Page column 282-283

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