19056-40-7, 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. 19056-40-7, name is 4-Bromo-3-methoxyaniline, A new synthetic method of this compound is introduced below.
To a solution of 4-bromo-3-methoxyaniline (5.7 g, 28.2 mmol) in toluene (100 mL) and water (10 mL) were added tert-butyl 4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan- 2-yl)-lH-pyrazole-l-carboxylate (9.96 g, 33.9 mmol), potassium phosphate (8.98 g, 42.3 mmol) and PdCl2(dppf)-DCM (1.152 g, 1.411 mmol) at RT. The reaction was stirred under argon at 95 ¡ãC for 2.5 hrs and then was cooled to RT. The reaction mixture was diluted with EtOAc, washed with H20, saturated aHC03 and brine. The organic phase was dried over sodium sulfate, filtered and concentrated. The crude product was purified by normal phase chromatography to give Intermediate 1 as light tan solid (5.1 g, 63percent yield). LCMS (ESI) m/z: 290.1 (M+H)+; XH NMR (400MHz, chloroform-d) delta 8.35 (d, J=0.5 Hz, 1H), 8.01 (s, 1H), 7.29 (d, J=8.0 Hz, 1H), 6.37 – 6.26 (m, 2H), 3.84 (s, 3H), 3.79 (br. s., 2H), 1.66 (s, 9H).
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; BRISTOL-MYERS SQUIBB COMPANY; HU, Zilun; QUAN, Mimi L.; WO2014/134391; (2014); A1;,
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