Related Products of 109838-85-9,Some common heterocyclic compound, 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, molecular formula is C9H16N2O2, 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.
[00374] 100 g (0.543 mol) of 1 (100 g, 5.4 mol) was taken up in THF (1000 mL) and cooled to -78 ¡ãC. 228 mL (0.570 moles) of n-BuLi (2.5M in THF) was added dropwise over 30 minutes. Then the solution was stirred vigorously for an additional 30 minutes. 81 g of methyl iodide (0.57 mol) was diluted to 250 mL with THF and cooled to -78 ¡ãC. The methyl iodide was then added dropwise over 30 minutes. Following completion of the addition of methyl iodide, the reaction was stirred at -78 ¡ãC for 2 hours. 1L of diethyl ether was then added to the mixture, followed by 500 mL of H20. The reaction was then warmed to room temperature. The aqueous layer was extracted multiple times with diethyl ether and the organic layer were combined, washed with saturated sodium thiosulfate, once with brine, and dried over MgSC>4. The organics were concentrated under vaccum to give residue which was purified by chromatography with gradient of 50: 1 to 20: 1 petroleum ether: diethyl ether to yield 110 g (80.5percent) of 2 (pale yellow oil). XH NMR: (400 MHz, CDC13-J) ppm 0.60 – 0.72 (m, 3 H), 0.94 – 1.03 (m, 3 H), 1.26 – 1.35 (m, 3 H), 2.07 – 2.30 (m, 1 H), 3.53 – 3.70 (m, 6 H), 3.89 (br. s., 2 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, its application will become more common.
Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; VERDINE, Gregory, L.; HILINSKI, Gerard; WO2014/159969; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem