1-bromo-2,5-dimethyl-4-nitrobenzene

Part A- Preparation of Copper (1) bromide solution A solution of copper(I) bromide (72.5 g, 505 mmol) in hydrochloric acid, 37percent ( 150 mL) was heated to 80 °C to obtain a clear solution. Part B- To a mixture of 2, 5-dimethyl-4-nitroaniline (21 g, 126 mmol) in cone, hydrochloric acid, ( 1 50 mL), a saturated solution of sodium nitrite ( 1 7.5 g, 253 mmol) in water (20 mL) was added dropwise at 0 °C and mixture was stirred for 30 min. After 30 min, above (Part-A) solution of copper (I) bromide (72.5 g, 505 mmol) was added dropwise at 0 °C. After complete addition, mixture was heated to 80 °C for 1 h. The reaction mixture was di luted with water, extracted with ethyl acetate. The organic layer was dried over anhydrous sodi um sulfate, concentrated under reduced pressure and purified by col umn chromatography (Hexane/EthylAcetate (8:2) to obtain l -bromo-2, 5-dimethyl-4-nitrobenzene (22 g, 76 percent yield).4-(2-Fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3, 4-b]indole-1- carboxamide; l-Bromo-2, 5-dimethyl-4-nitrobenzene; To a slurry of 2-bromo-1, 4-dimethylbenzene (10.13 g, 54.7 mmol) in acetic acid (44 mL) at 8 °C (inner temperature) was added a solution of nitric acid (6 mL, 134 mmol) in sulfuric acid (22 mL, 413 mmol) over 45 min; temperature rose to 10 °C. After 1 hr, the reaction mixture was poured into ice and stirred, filtered and washed with water to give a light yellow solid. This was triturated with EtOH (10 mL) to give the desired product (4.550 g, 19.78 mmol, 36.1percent yield) as an off-white solid.

Molecular Weight:230.06
XLogP3:3.2
Hydrogen Bond Acceptor Count:2
Exact Mass:228.97384
Monoisotopic Mass:228.97384
Topological Polar Surface Area:45.8
Heavy Atom Count:12
Complexity:180
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes