Reference of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, 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.
[1- [5-CHLORO-2- (BENZYLOXY)-PHENYL]-PENTANE-1,] 4-dione (160mg, 0. [5MMOL)] was treated with 5-amino-2-chloro-benzoic acid methyl ester [(100MG,] 0. [55MOL)] (Brown et al, WO0055120), and p-toluenesulfonic acid (-30mg) in toluene (4ml). The reaction mixture was then refluxed over 18hrs under nitrogen, evaporated down to an oil, dissolved in as little DCM as possible, and placed on a Water’s silica cartridge (10g) saturated with iso-hexane. The column was then eluted with iso-hexane [(-50ML)] followed by an Et2O/iso-hexane gradient mixture starting at 10% [ET20] to give the title compound (34mg, [7%).] ‘H NMR [(400MHZ,] [CDCI3)] 2.23 (3H, s), 3.8 (3H, s), 4.72 (2H, s), 6.12 [(1H,] d, J-3Hz), 6.28 (1H, d, J=3Hz), 6.58 (1H, d, J=9Hz), 6.94 (1H, dd, J=2,8Hz), 7.69-7. 05 (2H, m), 7.08 [(1H,] dd, J=2.8Hz), 7.22 (5H, m), 7.48 (1H, d, J=2Hz). LC/MS t=4.14 min, [MH+] 466/468/470.
Statistics shows that Methyl 5-amino-2-chlorobenzoate is playing an increasingly important role. we look forward to future research findings about 42122-75-8.
Reference:
Patent; GLAXO GROUP LIMITED; WO2003/101959; (2003); A1;,
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