Related Products of 58656-98-7, These common heterocyclic compound, 58656-98-7, name is tert-Butyl 4-fluorobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: 3-(2,6-Dichlorophenoxy)-1H-indazole (75.0 mg; 0.27 mmol; 1.00 eq.) and tetrahydrofuran (3.00 mL) were stirred at room temperature in a round bottom flask under nitrogen atmosphere. Sodium hydride 60% in mineral oil (21.5 mg; 0.54 mmol; 2.00 eq.) was added portion wise. After 15 minutes, methyl-6-chloro-nicotinic acid (92.2 mg; 0.54 mmol; 2.00 eq.) was added and the reaction mixture was stirred at 80 C for 16 hours. The reaction mixture was cooled and diluted with ethyl acetate (50 mL). The organic layer was washed with a saturated solution of NH4Cl (20 mL) and brine (20 mL). The organic layer was dried over MgSO4, filtered and concentrated. The residue, methanol (5.00 mL) were stirred in a round bottom flask. A 10 M solution of sodium hydroxyde (1.00 mL; 10.0 mmol; 37.2 eq.) was added and the reaction mixture was stirred at 50 C for 16 hours. The reaction mixture was cooled and diluted with ethyl acetate (20 mL) and water (10 mL). The pH of the aqueous layer was adjusted to 1 using a 3 M solution of hydrochloric acid. The aqueous layer was extracted with ethyl acetate (50 mL). The organic layers were dried over MgSO4, filtered and concentrated. The residue was purified using preparative LCMS.6-(3-(2,6-Dichlorophenoxy)-1H-indazol-1-yl)nicotinic acid was isolated as a beige solid (41.0 mg; 36.6%).
The synthetic route of 58656-98-7 has been constantly updated, and we look forward to future research findings.
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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