Extracurricular laboratory: Synthetic route of 6-Fluoro-1H-pyrrolo[2,3-b]pyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.898746-42-4, name is 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5FN2, molecular weight is 136.13, as common compound, the synthetic route is as follows.COA of Formula: C7H5FN2

Preparation 23Synthesis of l-ethy lo[2,3-b]pyridine.To a stirred solution of 6-fluoro-lH-pyrrolo[2,3-b]pyridine (15.00 g, 1 10.19 mmol) in DMF (100 mL), under a nitrogen atmosphere, is added potassium carbonate(22.84 g, 165.3 mmol), followed by ethyl bromide (12.36 mL, 165.3 mmol). The reaction is heated to 70 C for 4 h. Further ethyl bromide (3.00 mL, 27.6 mmol) is added and the reaction kept at 70 C overnight. After cooling further potassium carbonate (8.00 g, 57.9 mmol) and ethyl bromide (3.00 mL, 27.6 mmol) are added, and the reaction heated at 70 C for 4 h. The reaction is cooled, poured onto brine (ca. 500 mL) and the product extracted with CHCI3 (ca. 2 x 300 mL). The combined organic extracts are dried over magnesium sulphate, filtered, and concentrated in vacuo to give a brown oil. This is purified by column chromatography on silica, eluting with 0 to 70% DCM in hexane to give the title compound as a light yellow oil (16.38 g, 99.77 mmol). MS (m/z): 165 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,898746-42-4, 6-Fluoro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; LAMAS-PETEIRA, Carlos; RICHARDS, Simon, James; SAPMAZ, Selma; WALTER, Magnus, Wilhelm; WO2012/74769; (2012); A1;,
Pyridine – Wikipedia,
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