With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.153403-53-3,2-Chloro-6-fluorobenzo[d]oxazole,as a common compound, the synthetic route is as follows.
Example 2 [Show Image] To N,N-dimethylformamide (10 mL) were added trans-4-amino-1-cyclohexanecarboxylic acid ethyl ester (2.08 g, 10 mmol) and triethylamine (5.0 mL, 36 mmol). The reaction solution was cooled below 5 C and stirred. To the suspension, was added N,N-dimethylformamide (4mL) solution in Compound 3A(2.23 g, 13 mmol)(EP572893) dropwise, the reaction mixture was stirred at room temperature for 2 hours. To the reaction solution, were added ethyl acetate (25 mL) and 5%-citric acid solution (25 mL). The organic layer was extracted, the water layer was repeatedly extracted with ethyl acetate (25 mL). Each of the organic layer was mixed, and the mixed organic layer was washed with 5%-brine and dried over magnesium sulfate anhydrous. The solvent was removed under reduced pressure, and the residue was purified using silica gel chromatography (n-hexane – ethyl acetate 100:0?50:50(v/v)) to yield 3.04g of Compound 3B (yield 98 %) as a colorless solid. 1H-NMR (CDCl3) delta: 1.26 (t, J = 7.10 Hz, 3H), 1.27-1.38 (m, 2H), 1.58-1.68 (m, 2H), 2.04-2.13 (m, 2H), 2.23-2.34 (m, 2H), 3.63-3.79 (m, 1H), 4.14 (q, J = 7.10 Hz, 2H), 5.31 (s, 1H), 6.86-6.93 (m, 1H), 7.00 (dd, J = 8.24, 2.53 Hz, 1H), 7.23 (dd, J = 8.24, 4.82 Hz, 1H). MS: [M + H]+ m/z 307.1, 153403-53-3
153403-53-3 2-Chloro-6-fluorobenzo[d]oxazole 14748832, abenzoxazole compound, is more and more widely used in various fields.
Reference£º
Patent; Shionogi & Co., Ltd.; EP2505584; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem