Synthetic Route of 1193-71-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1193-71-1, name is 4,6-Dimethylpyridin-3-amine. A new synthetic method of this compound is introduced below.
33: 1-(4-Methoxy-phenyl)-3,6-dimethyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (4,6-dimethyl-pyridin-3-yl)-amideTo a suspension of 1-(4-methoxy-phenyl)-3,6-dimethyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid IM51 (1.60 g, 5.38 mmol), 5-amino-2,4-dimethylpyridine (786 mg, 6.43 mmol) and triethylamine (3.00 mL, 21.5 mmol) in THF (20 mL) was added a 50% (w/w) solution of 1-propanephosphonic acid cyclic anhydride in THF (6.84 g, 10.7 mmol) drop wise over 10 min. The mixture was stirred at room temperature Overnight. The mixture was poured into water (20 mL). The THF was removed in vacuo. Aqueous NH3 solution was added to adjust pH to approximately 10 EtOH (25 mL) was added and the mixture was briefly heated to reflux and then left at room temperature overnight. The mixture was then cooled on an ice-water bath for 45 min and then filtered. The remanens was washed with water and dried in vacuo to give the title compound (1.41 g, 67%). 1H NMR (600 MHz, DMSO) delta 10.43 (s, 1H), 8.47 (s, 1H), 8.09-8.04 (m, 2H), 7.46 (s, 1H), 7.23 (s, 1H), 7.16-7.11 (m, 2H), 3.83 (s, 3H), 2.71 (s, 3H), 2.57 (s, 3H), 2.46 (s, 3H), 2.29 (s, 3H).LC-MS (m/z) 402.2 (MH+); tR=0.52.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-71-1, 4,6-Dimethylpyridin-3-amine, and friends who are interested can also refer to it.
Reference:
Patent; H. Lundbeck A/S; US2013/5743; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem