619-42-1, 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 619-42-1 as follows.
EthynyHrimethylsilane (82.4 g. 0.84 rnol. 1.2 equiv) was added dropwise over 10 min under a nitrogen atmosphere to a soiution of methyl 4-brornobenzoate (150 g, 0.7 mol 1.0 equiv), PdC2 iPP h), (15 g, 0.021 mot.. 0.03 equiv) and Cul (13 g, 0.068 mol, 0.1 equiv) in TEA (1.5 L), The reaction was stired at 90C for 30 minutes, whereupon LCMS showed complete consumption of methyl 4-bromobenzoate. Then, the reaction mixture was filtered and the filter cake was washed with EiOAe (5 x 500 rnLj, The filtrate was concentrated under reduced pressure to give a residue, which was distilled under reduced pressure to yield methyl 4~{{triroethyi8tiyi) ethynyl) benzoate (INT-1.2) as an off-white solid (156 g, 96%).
According to the analysis of related databases, Methyl 4-bromobenzoate, the application of this compound in the production field has become more and more popular.
Reference:
Patent; ACHAOGEN, INC.; PATTERSON, Brian, D.; LU, Qing; AGGEN, James, Bradley; DOZZO, Paola; KASAR, Ramesh, Annasaheb; LINSELL, Martin, Sheringham; KANE, Timothy, Robert; GLIEDT, Micah, James; HILDEBRANDT, Darin, James; MCENROE, Glenn, A.; COHEN, Frederick; WO2013/170030; (2013); A1;,
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