Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 21524-39-0, name is 2,3-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., 21524-39-0
A mixture of 2,3-difluorobenzonitrile (0.04 g), potassium carbonate (0.06 g), 7,8-dimethyl-6-(4-(1H-pyrazol-1-yl)benzyl)quinazolin-4(3H)-one (0.05 g) and DMF (1 mL) was stirred under an argon atmosphere at 150 C. overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and further purified by preparative HPLC (C18, water/acetonitrile, containing 0.1% trifluoroacetic acid), and the object fraction was neutralized with saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to give the title compound (0.01 g). 1H NMR (300 MHz, CDCl3) delta2.32 (3H, s), 2.63 (3H, s), 4.20 (2H, s), 6.44 (1H, s), 7.21 (2H, d, J=8.5 Hz), 7.52-7.73 (6H, m), 7.88 (1H, d, J=2.5 Hz), 7.95 (1H, d, J=0.9 Hz), 8.09 (1H, s).
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Reference:
Patent; Takeda Pharmaceutical Company Limited; Sugimoto, Takahiro; Suzuki, Shinkichi; Sakamoto, Hiroki; Yamada, Masami; Nakamura, Minoru; Kamata, Makoto; Shimokawa, Kenichiro; Ogino, Masaki; Kimura, Eiji; Murakami, Masataka; Kojima, Takuto; Yonemori, Jinichi; (63 pag.)US10548899; (2020); B2;,
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