Related Products of 330786-09-9, A common heterocyclic compound, 330786-09-9, name is Methyl 3,5-dichloropyrazine-2-carboxylate, molecular formula is C6H4Cl2N2O2, 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.
To a 500 mL round-bottomed flask, methyl 3,5-dichloropyrazine-2- carboxylate (5.0 g, 24.2 mmol) is dissolved in a 9:1 mixture of dry tetrahydrofuran (242 mL)and methanol (27 mL). The reaction mixture is cooled to 1.5-2 C with an ice/water bath and stirred at this temperature for 10 mm. A 2 M solution of lithium borohydride in THF (13.3 mL, 26.6 mmol) is then added carefully – Caution: reaction temperature must be below 4-5 C. After the end of addition, the reaction mixture is stirred for an additional 10-15 mm at 0-4 C. Methanol (120 mL) is added to the flask and the mixture is stirred for 15 mm at roomtemperature. The reaction is slowly poured into a mixture of 1 M HC1 solution (100 mL) and ethyl acetate (200 mL). The resulting mixture is stirred at room temperature for 15 mm. After this time, the layers are separated. The aqueous layer is extracted with ethyl acetate (3 x 150 mL). The combined organic layers are washed with brine (2 x 100 mL), dried over anhydrous Mg504, filtered and concentrated under reduced pressure. (3,5-dichloropyrazin-2-yl)methanol(4.3 g, 99%) is obtained as a crude yellow oil after drying under high vacuum for 2 h. NMR ?H (500 JVII-Tz, CDC13) oe 8.52 (s, 1H), 4.85 (s, 2H).
The synthetic route of 330786-09-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; GIORDANETTO, Fabrizio; GREISMAN, Jack, Benjamin; MARAGAKIS, Paul; TAYLOR, Alexander, M.; DIPIETRO, Lucian, V.; KELLEY, Elizabeth, H.; LESCARBEAU, Andre; MURCKO, Mark, Andrew; PIERCE, Levi Charles, Thomas; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; BHAT, Sathesh; THERRIEN, Eric; DAHLGREN, Markus, Kristofer; (156 pag.)WO2018/81091; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem