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. 627526-90-3, name is 1-Bromo-3-(difluoromethyl)-5-fluorobenzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H4BrF3
To a solution of magnesium (165 mg, 6.81 mmol) and lithium chloride (144 mg, 3.40 mmol) in THF (6.0 mL) was added DIBAL-H (27.2 muL, 0.027 mmol). After 5 minutes at room temperature, the reaction mixture was cooled to 0 C, and 1-bromo-3-(difluoromethyl)-5- fluorobenzene (612 mg, 2.72 mmol) was added at 0 C. The resulting mixture was stirred at 0 C for 1 hour, and then the mixture was added to a solution of (2S,3S,4R,5R)-5-(4-chloro-7H- pyrrolo[2,3-d]pyrimidin-7-yl)-2-(methoxy(methyl)carbamoyl)-3-methyltetrahydrofuran-3,4-diyl diacetate (200 mg, 0.454 mmol) in THF (3.0 mL) at 0 C. The resulting mixture was stirred for 10 minutes at 0 C. The reaction was quenched with acetic acid (390 muL, 6.81 mmol), and the resulting mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and then washed with 1 N citric acid. The organic layer was dried over Na2SO4, and the organic solvent was removed under reduced pressure. The crude material was then purified by flash column chromatography (EtOAc/EtOH (3:1) in hexanes, 5 to 100%) to yield (2S,3S,4R,5R)-5-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2-(3-(difluoromethyl)-5- fluorobenzoyl)-3-methyltetrahydrofuran-3,4-diyl diacetate as a solid. MS: 526 [M+H]+.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MERCK SHARP & DOHME CORP.; MACHACEK, Michelle; WITTER, David; HUANG, Chunhui; KAWAMURA, Shuhei; SCHNEIDER, Sebastian; WAN, Murray; (117 pag.)WO2020/33285; (2020); A1;,
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bromide – Wiktionary