Synthetic Route of 52727-57-8, A common heterocyclic compound, 52727-57-8, name is Methyl 2-amino-5-bromobenzoate, molecular formula is C8H8BrNO2, 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.
Example 54; 2-Amino-5-(2-11-[(4-aminomethyl-cyclohexanecarbonyl)-aminol-2-phenyl-ethyll- pyridin-4-yl)-benzoic acid methyl ester, tris-trifluroacetic acid salt; [00404] 54A. 2-Amino-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-benzoic acid methyl ester: To a flame-dried, round-bottom flask equipped with a condenser was added 2-Amino-5-bromo-benzoic acid methyl ester (0.7 g, 3.0 mmol), Pd (dppf)Cl2No.CH2Cl2 complex (0.106 g, 0.130 mmol), KOAc (1.28 g, 13.0 mmol), and bis(neopentyl glycolato) diboron (1.08 g, 4.78 mmol). Next degassed DMSO (29 mL) was added and the reaction was stirred at 80 C. After 5 h, the reaction was cooled to rt, diluted with EtOAc (100 mL), washed with water, brine, dried over Na2S04, filtered and concentrated. Column chromatography on silica gel (gradient elution 0- 20% EtOAc/Hexane) gave 54A (0.858 g, 75%) as a white solid. ?H NMR (400 MHz, CDC13) 8: 1.01 (s, 6 H), 3.74 (s, 4 H), 3.86 (s, 3 H), 5.91 (bs, H), 6.63 (d, J = 8.3 Hz, 1 H), 7.66-7.68 (m, 1 H), 8.33 (s, 1 H). MS 196.1 (M – C5H8 + H)+.
The synthetic route of 52727-57-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2005/123680; (2005); A1;,
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