Analyzing the synthesis route of 106896-49-5

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 106896-49-5.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H8BrNO2

Example 40 theta-Cyano^’-methoxy-biphenyl-S-carboxylic acid methyl esterStep 1Step 1 : Methyl 4-amino-3-bromo benzoate (0.5 g, 2.17 mmol) was dissolved in dry dichloromethane (5 ml.) and the solution was cooled to -100C. A solution of BF3-Et2O (0.41 ml, 3.26 mmol) followed by te/f-butyl nitrite (0.32 mL, 2.72 mmol) was added dropwise to the mixture. The very dense solution was allowed to reach room temperature and was then diluted with hexanes (10 mL). The resulting solid was collected by filtration and washed again with hexanes. This was rapidly transferred in a flask containing a solution of NaCN (0.32 g, 6.52 mmol) and CuCN (0.233g, 2.61 mmol) in H2O/toluene (2:1 ; 3 mL) at 5C and stirred at this temperature for 30 min.. The mixture was then allowed to reach room temperature and finally it was heated at 600C for a further 25 min. The solution was then cooled to room temperature and then partitioned between water (15 mL) and EtOAc (15 mL). The organic phase was washed with brine, dried (Na2SO4) a nd solvent was rem oved in vacuo. Recrystallisation from hexanes/EtOAc gave 3-bromo-4-cyano-benzoic acid methylester as a grey solid (0.213g, 41 %). 1H NMR (400 MHz, c/6-Acetone): 8.35 (1 H, d), 8.17 (1 H, dd), 8.05 (1 H, d), 3.97 (3H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 106896-49-5.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
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