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.866775-18-0, name is Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate, molecular formula is C8H6BrF3N2O2, molecular weight is 299.05, as common compound, the synthetic route is as follows.SDS of cas: 866775-18-0
A mixture comprising 3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate A step 4) (300 mg, 1.003 mmol), N,N-dimethylprop-2-yn-1- amine (0.1 19 ml, 1.104 mmol) and copper(l) iodide (3.82 mg, 0.020 mmol) in 1 ,4- dioxane (1.500 ml) under nitrogen was treated with triethylamine (1.818 ml, 13.04 mmol) followed by Pd(PPh3)2CI2 (14.08 mg, 0.020 mmol) and stirred at 100C for 15 minutes. A further portion of Pd(PPh3)2CI2 (14.08 mg, 0.020 mmol) was added and stirring continued at 100C for 15 minutes. The mixture was poured into water and extracted with EtOAc. The organic portion was separated and washed with water, brine and dried using a phase separating column. The mixture was acidified to pH1 using 1 M HCI and the aqueous portion was separated and basified to pH7 using saturated sodium bicarbonate solution. The mixture was extracted with EtOAc and the combined organic extracts were washed with brine and dried using a phase separating column. The solvent was removed under reduced pressure to afford the title compound; LC-MS Rt = 0.51 min [M+H]+ 302.4 ; Method 2minl_owpH.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,866775-18-0, Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate, and friends who are interested can also refer to it.
Reference:
Patent; NOVARTIS AG; LEGRAND, Darren, Mark; WO2013/38381; (2013); A1;,
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