Extracurricular laboratory: Synthetic route of 110919-71-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound,110919-71-6, 2-Amino-5-fluoro-6-methylpyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 110919-71-6, 2-Amino-5-fluoro-6-methylpyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C6H7FN2, blongs to pyridine-derivatives compound. COA of Formula: C6H7FN2

Step 1 Ethyl 6-chloro-4-(5-fluoro-6-methylpyridin-2-ylamino) pyridazine-3-carboxylate A pressure tube was charged with ethyl 4,6-dichloropyridazine-3-carboxylate (300 mg, 1.36 mmol), 5-fluoro-6-methylpyridin-2-amine (257 mg, 2.04 mmol), and acetonitrile (8 mL) and then heated at 140 C. for 3 d. After cooling to room temperature the reaction mixture was concentrated in vacuo and the residue purified by chromatography (silica, 50 mum, 80 g, Analogix, 0 to 10% acetone in dichloromethane, 25 min) to afford ethyl 6-chloro-4-(5-fluoro-6-methylpyridin-2-ylamino)pyridazine-3-carboxylate (69 mg, 16%) as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 10.72 (br. s., 1H) 9.06 (s, 1H) 7.38 (s, 1H) 6.74-6.85 (m, 1H) 4.58 (q, J=7.07 Hz, 2H) 2.56 (d, J=3.03 Hz, 3H) 1.53 (t, J=7.07 Hz, 3H) 1.27 (s, 1H). LCMS (EI/CI) m/z: 311 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,110919-71-6, 2-Amino-5-fluoro-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hoffman-La Roche Inc.; Hermann, Johannes Cornelius; Kennedy-Smith, Joshua; Lucas, Matthew C.; Padilla, Fernando; Soth, Michael; US2013/178478; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem