Electric Literature of 59782-86-4, Adding some certain compound to certain chemical reactions, such as: 59782-86-4, name is 2-Chloro-5-iodonicotinic acid,molecular formula is C6H3ClINO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 59782-86-4.
To a solution of 2-chloro-5-iodonicotinicacid (1 g, 3.38 mmol), 3-(difluoromethyl)-4-methyl-benzylamine (876 mg, 4.22 mmol), and DIPEA (1.8 mL) in DMF (10 mL) cooled at 0C was added BOP reagent (1.65 g,3.73 mmol). The mixture was stirred at 0C for 2 h and atroom temperature for 1 h and diluted with a mixture of EtOAc(100 mL) and n-hexane (50 mL). The organic solution waswashed with water, saturated aqueous NaHCO3 and brine,dried over Na2SO4, and concentrated in vacuo. 2-Propanol(15 mL) was added to the residual solid, and the resultingsuspension was stirred at room temperature for 1 h. The precipitates were collected by filtration to yield 7 (1.11 g, 76%) as pale yellow solid. 1H-NMR (400 MHz, DMSO-d6) delta: 9.17 (1H, t, J=6.0 Hz),8.73 (1H, d, J=2.3 Hz), 8.29 (1H, d, J=2.3 Hz), 7.52 (1H, br s),7.41 (1H, br d, J=7.7 Hz), 7.15 (1H, t, J=55.0 Hz), 7.29 (1H,br d, J=7.7 Hz), 4.46 (2H, d, J=6.0 Hz), 2.37 (3H, s). MS (ESI)m/z: 436.9 (M+H)+. HPLC purity 94.8% (4.37 min, method B).
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Reference:
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
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