Synthetic Route of 16518-62-0,Some common heterocyclic compound, 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, molecular formula is C8H10BrN, 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.
To a mixture ofpalladium(ll) acetate (3 mg, 5 molpercent), 2-dicyciohexylphosphino-2′-(A/,A/-dimethylamino)biphenyl (10 mg, 5 molpercent) and lithium bis(trimethylsilyl)amide(0.55 rnl_, 0.55 mmol, 1.1 equiv, 1.0 M solution in tetrahydrofuran) in toluene(0.5 ml) under nitrogen at-10 °C, was added a solution of 3-[5-(3,4-dichloro-10 phenyl)-1 -(2,4-dichloro-phenyl)-1 H-pyrazol-3-yl]-propionic acid tert-butyl ester(243 mg, 0.50 mmol, 1.0 equiv) in toluene (1.0 mL). This mixture was stirred at-10 °C for 10 min, then (3-bromo-phenyl)-dirnethyl-arnine (42 mg, 0.21 mmol,0.45 equiv) in toluene (0.5 ml) was added. The resulting solution was allowedto warm to room temperature then was heated to 80 °C for 3 h. The reaction15 mixture was cooled to room temperature, and the reaction was quenched withsatd aq ammonium chloride (1.0 ml). Water (10.0 ml) was added, and theresulting mixture was extracted with diethyl ether (2×10 ml). The combinedextracts were washed with brine (10 ml), dried (Na2SC>4), and concentratedunder reduced pressure. The crude material was purified by reversed-phase20 HPLC to afford the desired aryl acetic acid ester (20 mg, 16percent). MS (ESI):mass calculated for CaohbCUNaC^, 603.10; m/z found, 604.1 [M+H]+.
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-N,N-dimethylaniline, its application will become more common.
Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/5393; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary