Adding some certain compound to certain chemical reactions, such as: 98-98-6, name is Picolinic acid, 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 98-98-6. 98-98-6
Example 1Preparation of (R)-4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)-N-(1-(hydroxyamino)-1-oxopropan-2-yl)picolinamide (Compound 1)Step 1a. Methyl 4-chloropicolinate (Compound 102); Anhydrous DMF (10 mL) was slowly added to SOCl2 (300 mL) at 40-48 C. The solution was stirred at room temperature for 10 minutes, and then compound 101 (100.0 g, 813.0 mmol) was added over 30 minutes. The resulting solution was heated at 72 C. (Vigorous SO2 evolution) for 16 h to generate a yellow solid. The resting mixture was cooled to room temperature, diluted with toluene (500 mL) and concentrated to 200 mL. The toluene addition/concentration process was repeated twice. The resulting solution and solid was added into 200 mL methanol at ice bath to keep the internal temperature below 55 C. The content were stirred at r.t. for 45 min, cooled to 5 C. and treated with Et2O (200 mL) dropwise. The resulting solid were filtered, washed with Et2O (200 mL) and dried under 35 C. to provide a white yellow solid. After the solid were solvated to hot water (500 mL, about 45 C.), NaHCO3 was added to adjust pH to 8-9. The mixture was extracted with ethyl acetate and the organic phase was concentrated to give desired compound 102 as a off-white solid (118.2 g, 85%). LCMS: 172 [M+1]+.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 98-98-6.
Reference:
Patent; Cai, Xiong; Qian, Changgeng; Gould, Stephen; Zhai, Haixiao; US2008/234332; (2008); A1;,
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