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 14490-19-8 as follows. category: chlorides-buliding-blocks
A pressure vessel was charged with l,4-dichloropyrido[4,3-d]pyridazine (prepared according to the procedures in WO2009/035568A1) (66 mg, 0.33 mmol, 1.0 eq.), 3-trifluoromethyl aniline (0.05 mL, 0.39 mmol, 1.2 eq.) and l-methyl-2-pyrrolidinone (0.1 mL). The reaction was sealed and was heated to 105 C for 1 h. Analysis showed mono- addition as the major product with a minor amount of bis-addition product. Regioisomeric mono-addition products were not observed. The reaction was then cooled to room temperature and was diluted with water and saturated sodium bicarbonate solution. The mixture was extracted with ethyl acetate (2X). The combined organic layer was dried with sodium sulfate, was filtered and was concentrated to give the crude product. The product was purified by column chromatography (eluted with hexanes:ethyl acetate = 4: 1 to 1 : 1) to afford l-chloro-N-(3- (trifluoromethyl)phenyl)pyrido[4,3-d]pyridazin-4-amine (41 mg, 38% yield). MS (EI) for C14H8CIF3 4: 325 (MH+), Chlorine isotope pattern.
According to the analysis of related databases, 14490-19-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BROWN, S., David; TESFAI, Zerom; ZAHARIA, Cristiana, A.; WO2012/37132; (2012); A1;,
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