Application of 13134-38-8,Some common heterocyclic compound, 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, molecular formula is C6H9N3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
The obtained solution of O-(mesitylsulfonyl)hydroxylamine was added dropwise to a solution of 3,6-Dimethyl-pyrazin-2-ylamine (2.07 g, 1 1 .7 mmol) in DCM (100 mL) cooled in an ice bath. The mixture was then warmed to room temperature over 15 minutes. LCMS indicated almost complete conversion to the aminated intermediate. The solvent was evaporated and the residue was dissolved in Methanol (60 mL, 1000 mmol) followed by the addition of 1 ,8-Diazabicyclo[5.4.0]undec-7-ene (3.1620 mL, 21 .144 mmol) . The solution was stirred at RT for 5 mins where methyl 2- chloropropionate (1 .26 mL, 1 1 .7 mmol) was added and the solution stirred at RT for 48 hrs. The volatiles were removed in vacuo. Water was added and the organics extracted with EtOAc. The combined organics were washed with water, brine, dried (MgSO4) filtered and the volatiles removed in vacuo. The residue was purified by flash chromatography Eluent EtOAc:Heptane, 1 :1 and the product fractions collected and evaporated to yield 2-(1 -Chloro-ethyl)-5,8- dimethyl-[1 ,2,4]triazolo[1 ,5-a]pyrazine (1 .52 g; Yield = 61 .0%; Purity = 99.3%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,6-Dimethylpyrazin-2-amine, its application will become more common.
Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; KILBURN, John Paul; JESSING, Mikkel; NIELSEN, Jacob; WO2013/107856; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem