363-51-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 363-51-9, name is 2-Chloro-6-fluoroaniline, A new synthetic method of this compound is introduced below.
A solution of 5 -(2-(3,4-dimethoxyphenyl)propan-2-yl)-l -(4-fluorophenyl)- IH- imidazole-2-carbaldehyde (280 mg, 0.76 mmol), 2-chloro-6-fluoroaniline (332 mg, 2.28 mmol), TsOH (72 mg, 0.38 mmol) in THF (8 mL) was heated at reflux for 15 h over molecular sieves (4A). The solution was cooled to 0 0C, and NaBH4 (57 mg, 1.5 2mmol) was added in several portions. The resulting mixture was stirring for 1 h, and filtered through Celite to remove molecular sieves. The filtrate was quenched with H2O (5 mL), 2N NaOH (5 mL) and extracted with DCM (2 x 10 mL). The organic layers were dried over MgSO4 and concentrated to give a residue, which was purified by flash chromatography to provide the title compound as a white solid (157 mg, 0.315 mmol, 42%). 1H NMR (400 MHz, CDCl3) delta 1.49 (s, 6H), 3.72 (s, 3H), 3.85 (s, 3H), 4.13 (d, 2H), 4.65 (br, IH), 6.45 (dd, IH), 6.48 (m, 2H), 6.51 (d, IH), 6.60 (m, IH), 6.64 (d, IH), 6.76 (dd, IH), 6.80 (t, 2H), 7.00 (dt, IH), 7.13 (s, IH). MS (EI) m/z 498 [M+H]+.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; EXELIXIS, INC.; BOLLU, Venkataiah; BOREN, Brant, Clayton; DALGARD, Jackline, Eve; FLATT, Brenton, T.; HAQ, Nadia; HUDSON, Sarah; MOHAN, Raju; MORRISSEY, Michael; PRATT, Benjamin; WANG, Tie-lin; WO2010/93845; (2010); A1;,
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