A new synthetic route of 75711-01-2

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.75711-01-2, name is 6-Chloro-5-methoxypyridin-3-amine, molecular formula is C6H7ClN2O, molecular weight is 158.59, as common compound, the synthetic route is as follows.SDS of cas: 75711-01-2

a 2-Chloro-3-methoxypyridin-5 -amine (500 mg, 3.15 mmol; Eastman Kodak US patent US4204870, column 38) and triethyl orthoformate (3.04 ml, 18.29 mmol) under a dry atmosphere was stirred at 145 0C for 1 hour. The solution was cooled to room temperature and concentrated. The residue was dried under high vacuum overnight, dissolved in ethanol (5 ml). Sodium borohydride (143 mg, 3.78 mmol) was added to this solution. The resulting mixture was stirred at 800C for 1 hour. The reaction mixture was concentrated and quenched with ice and water (20ml). Concentrated hydrochloric acid (0.5 ml) was added. The pH of solution was adjusted to pH 7 with sodium bicarbonate and the mixture was extracted with ethyl acetate (x3) The combined organic phases were washed with water, dried over sodium sulfate and concentrated. The crude product was purified by flash chromatography on silica gel eluting with 25 to 30% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 6-chloro-5 -me thoxy-N-methylpyridin-3 -amine (357 mg, 65.6%) as a beige solid. NMR Spectrum: (DMSOd) 2.71 (d, 3H), 3.82 (s, 3H), 6.07 (q, IH), 6.65 (d, IH), 7.28 (d, IH); Mass spectrum: MH+ 173.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75711-01-2, 6-Chloro-5-methoxypyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/10794; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem