27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 1-Bromo-4-methoxy-2-methylbenzene
This experiment was carried out four times. Tributyl(methoxy)stannane (400 g, 1.24 mol), 1-bromo-4-methoxy-2-methylbenzene (250 g, 1.24 mol), prop-1-en-2-yl acetate (187 g, 1.87 mol), palladium(ll) acetate (7.5 g, 33 mmol) and tri-o-tolylphosphine (10 g, 33 mmol) were stirred together in toluene (2 L) at 100 C for 18 hours. After it had cooled to room temperature, the reaction mixture was treated with aqueous potassium fluoride solution (4 M, 400 mL) and stirred for 2 hours at 40 C. The resulting mixture was diluted with toluene (500 mL) and filtered through diatomaceous earth; the filter pad was thoroughly washed with ethyl acetate (2 x 1 .5 L). The organic phase from the combined filtrates was dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via silica gel chromatography (Gradient: 0% to 5% ethyl acetate in petroleum ether) provided the product as a yellow oil. Combined yield: 602 g, 3.38 mol, 68%. LCMS m/z 179.0 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 7.05 (d, J=8.3 Hz, 1 H), 6.70- 6.77 (m , 2H), 3.79 (s, 3H), 3.65 (s, 2H), 2.22 (s, 3H), 2.14 (s, 3H).
The synthetic route of 27060-75-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; GRAY, David Lawrence Firman; GREEN, Michael Eric; HENDERSON, Jaclyn Louise; LEE, Chewah; MENTE, Scot Richard; O’NEIL, Steven Victor; ROGERS, Bruce Nelsen; ZHANG, Lei; WO2014/207601; (2014); A1;,
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