Application of 78342-42-4, These common heterocyclic compound, 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, its 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.
Into two 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed (2 S)-3 , 6-dimethoxy-2-(propan-2-yl)-2, 5 -dihydropyrazine (2 g, 10.86 mmol) and THF (15 mL). This was followed by the addition of butyllithium (2.5 M) (6.5 mL, 16.25 mmol) at -78 °C. The resulting solution was stirred for 30 mm. To this was added 3- (bromomethyl)-2,6-dichloropyridine (2.62 g, 10.88 mmol). The resulting solution was stirred for an additional 1 h at -78°C. The reaction was then quenched by the addition of 5 mL of NH4HCO3 (saturated) and the mixture was diluted with 10 mL of H20. The resulting mixture of two batches was combined and extracted with 3 x 50 mL of ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by silica gel chromatography (eluting with 1/5 ethyl acetate/pet. ether) to afford (2R,5S)-2-((2,6-dichloropyridin-3 -yl)methyl)-5 -i sopropyl-3 , 6-dimethoxy-2, 5 -dihydropyrazine as a colorless oil. MS: (ESI, m/z): 344, 346 [M+H]t
Statistics shows that (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine is playing an increasingly important role. we look forward to future research findings about 78342-42-4.
Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem