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.79055-59-7, name is 2-Bromo-6-methylpyridin-4-amine, molecular formula is C6H7BrN2, molecular weight is 187.04, as common compound, the synthetic route is as follows.name: 2-Bromo-6-methylpyridin-4-amine
Lithium bis(trimethylsilyl)amide in THF (4.63 mL, 1 M, 4.63 mmol) was added to ethyl 3-fluoro- 1 -methyl-4-[[ 1 -(trifluoromethyl)cyclobutyl]sulfamoyl]pyrrole-2-carboxylate (492.4 mg, 1.322 mmol) and 2-bromo-6-methylpyridin-4-amine (371.0 mg, 1.98 mmol) in THF (4 mL) and the mixture was stirred for 1 hour. The reaction mixture was quenched with a saturated aqueous NH4CI solution, diluted with brine and extracted with EtOAc. The organic layer was dried over magnesium sulphate, filtered and concentrated. The residue was purified by column (0775) chromatography using a gradient from 10 till 100% EtOAc in heptane. The obtained solid was dissolved in methanol (40 mL) and water was added untill crystallisation began. The product was filtered off and dried overnight in vacuo at 50C resulting in compound 164 (534 mg) as a white powder. Method D: Rt: 1.98 min. m/z: 511.1 (M-H)~ Exact mass: 512.0. DSC: From 30 to 300 C at 10C/min, peak 202.4 C. 1H NMR (400 MHz, ACETONITRILE-d3) delta ppm 1.85 – 1.93 (m, 2 H), 2.36 – 2.46 (m, 5 H), 2.47 – 2.57 (m, 2 H), 3.86 (s, 3 H), 6.48 (br. s, 1 H), 7.25 (d, J=4.8 Hz, 1 H), 7.42 (d, J=1.5 Hz, 1 H), 7.73 (d, J=1.5 Hz, 1 H), 8.47 (br. s, 1 H). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.79 – 1.91 (m, 2 H), 2.27 – 2.38 (m, 2 H), 2.39 – 2.49 (m, 5 H), 3.82 (s, 3 H), 7.52 (d, J=1.3 Hz, 1 H), 7.57 (d, J=4.4 Hz, 1 H), 7.77 (d, J=l . l Hz, 1 H), 8.73 (s, 1 H), 10.46 (s, 1 H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,79055-59-7, 2-Bromo-6-methylpyridin-4-amine, and friends who are interested can also refer to it.
Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem