Category: 21524-39-0

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

3-fluoro-2-(tetrahydro-2H-pyran-4-ylamino)benzonitrile To a solution of 2,3-difluorobenzonitrile (2.8 g, 19.99 mmol) in DMSO (40 mL) was added oxan-4-amine (2.0 g, 19.77 mmol) and DIEA (6.5 g, 49.91 mmol) at room temperature. The resulting solution was stirred overnight at 120 C., cooled to room temperature, and treated with water (80 mL). The resulting solution was extracted with ethyl acetate (100 mL*3). The organic phases were combined, washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure to yield 3-fluoro-2-[(oxan-4-yl)amino]benzonitrile as black solid (3.3 g, 76%). MS: m/z=221.0 [M+H]+.

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Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
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The chemical industry reduces the impact on the environment during synthesis 21524-39-0, name is 2,3-Difluorobenzonitrile, I believe this compound will play a more active role in future production and life. 21524-39-0

5.00 g ( 36.0 mmol) 2,3-difluorobenzonitrile, 14.9 g (72.0 mmol) 6H-benzimidazolo[1 ,2- a]benzimidazole and 30.5 (144 mmol) potassium phosphate tribasic in 120 ml NMP (N-Methyl- 2-pyrrolidon) are stirred at 185 C under nitrogen for 6 h. The reaction mixture is filtered hot and the organic phase is poured on water. The product is filtered of. Column chromatography on silica gel with chloroform gives 6.25 g 33.9 % of the product. 1H NMR (300 MHz, DMSO-D6): rotamers: delta 8.43-8.57 (m, 2H), 7.58-8.20 (m, 6H), 6.86-7.42 (m, 9H), 6.63-7.78 (m, 1 H), 6.48-6.54 (m, 1 H).

The chemical industry reduces the impact on the environment during synthesis 21524-39-0. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; RAIMANN, Thomas; SCHAeFER, Thomas; SAITO, Masatoshi; WOLLEB, Heinz; BENEDITO, Flavio Luiz; NISHIMAE, Yuichi; NAKANO, Yuki; NAGASHIMA, Hideaki; (111 pag.)WO2016/157113; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts