Synthetic Route of 7745-91-7,Some common heterocyclic compound, 7745-91-7, name is 3-Bromo-4-methylaniline, molecular formula is C7H8BrN, 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.
C. (l,3-Dihvdw-l-hvdwxy-2,l-benzoxabowl-6-yl)-phenyl-carbamic acid t- butvl ester (59); (3-Bromo-4-methyl-phenyl)-phenyl-amine (54); [0321] To a mixture of iodobenzene (4.4 g, 21.56 mmol), 3-bromo-4- methylbenzamine (4.0 g, 21.56 mmol) and DMSO (50 mL) were added in sequence copper (I) iodide (0.82 g, 4.31 mmol), L-proline (0.99 g, 8.61 mmol) and NaOBu-t (4.14 g, 43.13 mmol) under N2. The mixture was stirred at 50 0C for 48 hbefore poured onto ice (100 g) and extracted with EtOAc (100 mL x 3). The extracts were dried over Na2SO4 and the residue after rotary evaporation was purified by column chromatography to give 1.2 g of compound 54 (21.2%). 1HNMR (300 MHz, DMSO): delta 8.19 (s, 1 H), 7.27-7.15 (m, 4 H), 7.05-7.01 (m, 2 H), 6.97 (dd, Ji = 8.4, J2 = 2.4 Hz, 1 H), 6.85 (m, 1 H) and 2.23 (s, 3 H) ppm.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-methylaniline, its application will become more common.
Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; ORR, Matthew; JENKS, Matthew; WO2011/19612; (2011); A1;,
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