Related Products of 21961-31-9, These common heterocyclic compound, 21961-31-9, name is Methyl 3-amino-5-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.
3-Amino-5-chloro-benzoic acid methyl ester (CAS 21961-31-9, 0.400 g) was dissolved in 10.5 ml of chloroform and treated at 0 C with 0.344 g of isobutyryl chloride (1.5 eq.) and 0.90 ml of triethylamine. After stirring for 2 h at ambient temperature, the reaction mixture was poured onto crashed ice/HCl-solution, extracted twice with AcOEt, washed with water, dried over sodium sulfate, and evaporated i. V. Flash chromatography (Si02, hexane/AcOEt=7/3) yielded finally 0.546 g of pure 3-chloro-5-isobutyrylamino-benzoic acid methyl ester as white waxy solid. MS 256.0 ([M+H]+). It was dissolved in 12.8 ml of THF/EtOH =1/1, treated with 6.4 ml (3 eq.) of IN NaOH and kept at ambient temperature for 2 h. The reaction mixture was then poured onto crashed ice/AcOEt/HCl dil., the aqueous phase extracted again with AcOEt, the combined organic layers were washed with water, dried over sodium sulfate, and evaporated to dryness to produce 0.529 g of 3-chloro-5-isobutyrylamino-benzoic acid as white solid. MS 240.1 ([M-H]”).
Statistics shows that Methyl 3-amino-5-chlorobenzoate is playing an increasingly important role. we look forward to future research findings about 21961-31-9.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/27135; (2006); A1;,
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