Adding a certain compound to certain chemical reactions, such as: 16313-66-9, name is 2-Amino-5-bromobenzamide, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16313-66-9, name: 2-Amino-5-bromobenzamide
To a solution of compound 5-4-2 (22.0 g, crude product) in dry THF (250 mL), compound 1-19 (7.6 g, 35.5 mmol) and NaOH (1 M, 85.0 mmol) were added in turn. At the end of the addition, the mixture was stirred at rt for 1.0 hr. After the reaction was completed, the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with NaOH aqueous solution (1 M.15 mL) and brine, dried over Na2S04and concentrated in vacuo to give the title compound (17.0 g, 100%). The compound was characterized by the following spectroscopic data:MS (ESI, pos.ion) mlz: 446.5 [M+H]’; and NMR (400 MHz. CDCL) delta (ppm): 9.06 (br, 1H), 7.75 (d, 1H).7.35.7.33 (d. d.1 H).7.28-7.22 (m, 5H). 6.69.6.67 (d. d.1H), 5.68 (brs.2H).5.14-5.13 (m, 2H).4.29-4.25 (m.1H), 3.66-3.60 (m, 1H), 3.45-3.37 (m. 1H), 2.39-2.32 (m.1H), 2.09-2.00 (m.1H), 1.96-1.77 (m, 2H).
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Reference:
Patent; SUNSHINE LAKE PHARMA CO.,LTD.; ZHANG, Jiancun; ZHANG, Yingjun; XIE, Hongming; REN, Qingyun; HU, Bailin; FU, Changping; WU, Xiwei; LI, Shifeng; WANG, Chenglin; ZHANG, Zhikeng; WO2014/82379; (2014); A1;,
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