New downstream synthetic route of C8H10ClN

According to the analysis of related databases, 104-11-0, the application of this compound in the production field has become more and more popular.

Related Products of 104-11-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 104-11-0 as follows.

To a solution under nitrogen gas of 2,4-dichloroquinoline (1.00 g, 5.0 mmol) in dry THF (10 ml) was added 4-chloro-N-methylbenzylamine (1.57 g, 10.1 mmol, 2 eq.) and t-BuONa (1.36 g, 14.1 mmol, 2.8 eq.). The resulting mixture was degassed 5 min with nitrogen, then Xantphos (292 mg, 0.51 mmol, 0.1 eq.) and Pd(OAc)2 (57 mg, 0.25 mmol) were added and the reaction mixture was heated under reflux for 3 h. The reaction mixture was then cooled to room temperature and concentrated under reduced pressure. The residue was partitioned between brine and AcOEt and the aqueous layer was extracted with AcOEt. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to give a brown oil. The crude product was purified by flash chromatography (gradient Petroleum ether/DCM from 5/5 to 0/10) to give 800 mg (yield 50%) of a brown solid corresponding to 2-(4-chloro-N-methylbenzylamino)-4- chloroquinoline. Mass: (ES+) C17H14Cl2N2, required 317; found 317-319 [M+H], HPLC/MS method 1.

According to the analysis of related databases, 104-11-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENOSCIENCE PHARMA; BRUN, Sonia; BERET, Antoine; BASSISSI, Firas; HALFON, Philippe; COURCAMBECK, Jerome; (275 pag.)WO2017/191599; (2017); A1;,
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