Adding a certain compound to certain chemical reactions, such as: 369-25-5, name is Methyl 3,4-difluorobenzoate, belongs to esters-buliding-blocks compound, 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 369-25-5, Formula: C8H6F2O2
1,2-Dihydro-indazol-3-one (500 mg; 3.73 mmol; 1.00 eq.), cesium carbonate (3.64 g; 11.2 mmol; 3.00 eq.) and methyl 3,4-difluorobenzoate (1.28 g; 7.46 mmol; 2.00 eq.) were stirred at 120 C in a round bottom flask for 3 hours. 1,2-Dichloro-3-nitrobenzene (1.43 g; 7.46 mmol; 2.00 eq.) was added and the reaction mixture was heated at 120 C for an additional 2 hours. The reaction mixture was cooled and diluted in ethyl acetate (50 mL). The organic layer was washed with a saturated solution of NH4Cl (20 mL), a saturated solution of Na2CO3(20 mL) and brine (20 mL). The organic layer was dried over MgSO4, filtered and concentrated. The residue was purified using silica gel chromatography using heptane/ethyl acetate (5/5) as eluent. Methyl 4-(3-(2-chloro-6-nitrophenoxy)-1H-indazol-1-yl)-3-fluorobenzoate was isolated as a pale orange solid (1.00 g; 60.7%).1H NMR (DMSO-d6) delta: 3.90 (s, 3H), 7.43 – 7.36 (m, 1H), 7.50 (dd,J =8.7, 3.9 Hz, 1H), 7.68 – 7.57 (m, 3H), 7.99 – 7.90 (m, 3H), 8.11 (dd,J =8.2, 1.5 Hz, 1H), 8.20 (dd,J =8.3, 1.6 Hz, 1H)MS-ESIm/z442 [MH+].
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Reference:
Article; Ouvry, Gilles; Bouix-Peter, Claire; Ciesielski, Fabrice; Chantalat, Laurent; Christin, Olivier; Comino, Catherine; Duvert, Denis; Feret, Christophe; Harris, Craig S.; Lamy, Laurent; Luzy, Anne-Pascale; Musicki, Branislav; Orfila, Danielle; Pascau, Jonathan; Parnet, Veronique; Perrin, Agnes; Pierre, Romain; Polge, Gaelle; Raffin, Catherine; Rival, Yves; Taquet, Nathalie; Thoreau, Etienne; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5802 – 5808;,
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