Related Products of 1334674-88-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1334674-88-2, name is (2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)methanol. A new synthetic method of this compound is introduced below.
Step 3A stock solution of Jones reagent (2.67 M) was prepared by carefully adding concentrated H2SO4 (2.3 mL) to CrC”3 (2.67 g) then diluting to 10 mL with H20. To a partial suspension of (2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-methanol (4.6 g, 20.1 mmol) in acetone (300 mL) was slowly added Jones reagent (9 mL, 24.0 mmol). During the addition the starting material gradually dissolved and a thick green precipitate was formed. The reaction mixture was stirred for 15 min then quenched with i-PrOH (2 mL) and filtered over Celite, rinsing with acetone. The filtrate was concentrated to provide 4.76 g of 2-bromo-5H-pyrrolo[2,3- b]pyrazine-7-carbaldehyde as a yellow-orange solid that was used without furtherpurification. To a solution of this solid in DMF (50 mL) at 0C was added NaH (60% in mineral oil, 1.2 g, 30.1 mmol). The reaction mixture was stirred at room temperature for 30 min then cooled back to 0C and 2-(trimethylsilyl)ethoxymethyl chloride (4.3 mL, 24.1 mmol) was slowly added. The reaction mixture was warmed to room temperature and stirred for 1 h then quenched with H20 and extracted with EtOAc (3x). The combined organics were washed with H20 (3x) and brine then dried over MgS04 and concentrated. The residue was purified by Si02 chromatography (20% to 30% EtOAc/hexanes) to isolate 3.82 g (53%) of 2- bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde as a yellow solid.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,1334674-88-2, (2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)methanol, and friends who are interested can also refer to it.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HENDRICKS, Robert Than; HERMANN, Johannes Cornelius; KONDRU, Rama K.; LOU, Yan; LYNCH, Stephen M.; OWENS, Timothy D.; SOTH, Michael; YEE, Calvin Wesley; WO2011/144584; (2011); A1;,
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